Category: 52914-23-5

Related Products of 52914-23-5, These common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 1.14 g (4.60 mmol) of 2-(4-iodophenyl)ethanol, 0.88 g (6.89 mmol) of 4-chlorophenol, 2.99 g (9.20 mmol) of cesium carbonate, 0.14 g (1.38 mmol) of N,N-dimethylglycine and 0.087 g (0.46 mmol) of cuprous iodide in 4 ml of dioxane is heated at 90 C. for 24 hours with thorough stirring under an argon atmosphere. It is cooled to ambient temperature and taken up in 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with an 85/15 then 75/25 mixture of cyclohexane and ethyl acetate, to give 0.68 g of product in the form of an oil.

The synthetic route of 52914-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52914-23-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52914-23-5 name is 2-(4-Iodophenyl)ethanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of N,N(-bis(tert-butoxycarbonyl)-S-methylisothiourea (937 mg, 3.2 mmol), triphenylphosphine (5.0 g, 18 mmol) and 2-[(4-iodophenyl)ethyl]alcohol (1a, 800 mg, 3.2 mmol) were stirred in anhydrous THF (16 mL) at room temperature under nitrogen atmosphere. DIAD (3.8 ml, 18 mmol) was slowly added to reaction mixture and reaction was stirred at room temperature for 24 h. The reaction mixture was filtered through a Celite pad with washing CH2Cl2 and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography (silica gel, 5% ethyl acetate in hexane) to afford the product 2 (1.1 g, 66%) as a colorless oil; 1H NMR (400 MHz, CDCl3) (7.61 (d, J = 8.4 Hz, 2H), 6.98 (d, J = 8.0 Hz, 2H), 3.72-3.64 (m, 2H), 2.96-2.88 (m, 2H), 2.37 (s, 3H), 1.51 (s, 9H), 1.48 (s, 9H); 13C NMR (100 MHz, CDCl3) (162.7, 158.0, 151.8, 138.2, 137.7, 131.1, 91.8, 82.7, 82.1, 50.1, 34.9, 28.2, 28.1, 15.8; HRMS (FAB) calcd for C20H30IN2O4S (M+) 521.0971, found 521.0966.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Jang, Keun Sam; Lee, Sung-Sik; Oh, Young-Ho; Lee, Sang Hee; Kim, Sang Eun; Kim, Dong Wook; Lee, Byung Chul; Lee, Sungyul; Raffel, David M.; Journal of Fluorine Chemistry; vol. 227; (2019);,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52914-23-5,Some common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, molecular formula is C8H9IO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1. 2-[(4-Methyl-2-nitroanilino)phenyl]ethanol The title compound was prepared according to the procedure described in step 1 Example 45 from 4-methyl-2-nitroaniline and 4-iodophenylethyl alcohol. 1H-NMR (CDCl3) delta9.35 (1H, br.s), 8.00 (1H, s), 7.33-7.09 (6H, m), 3.91-3.89 (2H, m), 2.89 (2H, t, J=6.4 Hz), 2.30 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Iodophenyl)ethanol, its application will become more common.

Reference:
Patent; Audoly, Laurent; Okumura, Takako; Shimojo, Masato; US2002/77329; (2002); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 52914-23-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52914-23-5 name is 2-(4-Iodophenyl)ethanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

3-[4-[2-(Benzyloxy)ethyl]phenyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]pyridine Into a 50-mL 3-necked round-bottom flask under N2 was placed a solution of 2-(4-iodophenyl)ethanol (470 mg, 1.90 mmol) in tetrahydrofuran (10 mL). Sodium hydride (91 mg, 3.8 mmol, 1.2 equiv.) was added at 0 C. The mixture was warmed to room temperature and stirred at room temperature for 2 h. Benzyl bromide (272 muL, 3.9 mmol, 1.2 equiv.) and tetra-n-butylammonium bromide (61 mg, 0.19 mmol, 0.10 equiv.) were added at room temperature. The resulting solution was stirred for 20 h at room temperature. The reaction was then quenched by the addition of 10 mL of aqueous NH4Cl. The solution was extracted with 3*60 mL of EtOAc, and the organic layers were combined and washed with 50 mL of brine. After evaporation, the residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether 1:20 to furnish 600 mg (94%) of 1-[2-(benzyloxy)ethyl]-4-iodobenzene as a white solid. A solution/suspension of 3-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-5-(trimethylstannyl)pyridine (427 mg, 1.00 mmol), 1-[2-(benzyloxy)ethyl]-4-iodobenzene (338 mg, 1.00 mmol), CsF (304 mg, 2.00 mmol), Pd(PPh3)4 (58 mg, 0.05 mmol) and CuI (19 mg, 0.10 mmol) in anhydrous DMF (5 mL) was stirred at 50 C. for 5 h under N2. The reaction mixture was cooled and concentrated under vacuum. The residue was applied onto a silica gel column, and the product was eluted with EtOAc/petroleum ether/Et3N 3:6:0.5 as the eluent to give the title compound (280 mg, 59%) as light-yellow oil. 1H NMR (CDCl3, 300 MHz) delta 8.48 (s, 1H), 8.33 (d, J=2.1 Hz, 1H), 7.55 (d, J=8.1 Hz, 2H), 7.48 (s, 1H), 7.37-7.29 (m, 7H), 4.57 (s, 3H), 4.42 (s, 1H), 4.24 (dd, J=7.2, 3.0 Hz, 1H), 3.93 (t, J=7.2 Hz, 2H), 3.75 (t, J=7.2 Hz, 2H), 3.00 (t, J=7.2 Hz, 2H), 2.43-2.30 (m, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 475 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Iodophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; The Board of Trustees of the University of Illinois; PsychoGenics, Inc.; Chandrasekhar, Jayaraman; Kozikowski, Alan P.; Liu, Jianhua; Tueckmantel, Werner; Walker, Joel R.; Yuen, Po-wai; US2013/184313; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 52914-23-5, name is 2-(4-Iodophenyl)ethanol, A new synthetic method of this compound is introduced below., Safety of 2-(4-Iodophenyl)ethanol

EXAMPLE 19 n-Hexyl-p-Iodophenethyl Carbonate (m of Table I) p-Iodophenethyl alcohol was reacted with n-hexyl-chloroformate according to the carbonate synthesis of Procedure B. The isolated material gave an ir and nmr spectra in agreement with the proposed structure. The oil had a refractive index of ND25 = 1.5295. The mass spectrum (70 ev) parent ion was measured at m/e 376.0508, and calculated for C15 H21 IO3 at 376.0538. Analysis: calculated C15 H21 IO3: C, 47.91; H, 5.63; found C, 48.07; H, 5.66.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Lafayette Pharmacal, Inc.; US4022814; (1977); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 52914-23-5, name is 2-(4-Iodophenyl)ethanol, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 52914-23-5, Formula: C8H9IO

D. 2-(4-Iodophenyl)ethylchloride To a 500 mL round-bottomed flask equipped with dropping funnel, condenser and N2 inlet were added 307 g (124 mmol) 2-(4-iodophenyl)ethanol, 200 mL chloroform, and 10.0 mL (124 mmol) pyridine. A solution of 13.5 mL (186 mmol) thionyl chloride in 50 mL chloroform was added dropwise over 15 min, and the reaction then heated at reflux for 2 hr. The reaction was cooled, the solvent evaporated, and the residue taken up in ethyl acetate, washed with 1 N hydrochloric acid, water, saturated aqueous sodium bicarbonate solution and brine, dried, and evaporated. The resulting oil was chromatographed on silica gel using 20% ethyl acetate in hexane as eluant to afford 32.6 g (99%) of the product as an oil. 1H-NMR (CDCl3, delta): 3.00 (t, J=7, 2H), 3.68 (t, J=7, 2H), 6.99 (m, 2H), 7.63 (m, 2H). 13C-NMR (CDCl3, delta): 38.6, 44.6, 92.3, 128.8, 130.9, 137.7.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Pfizer Inc.; US6235747; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 52914-23-5 as follows. Computed Properties of C8H9IO

EXAMPLE 10 Synthesis of Compound (1B) A mixture of 8.7 g (45 mmol) of 5H-dibenz[b,f]azepine, 12.4 g (50 mmol) of p-iodophenethyl alcohol, 2.8 g (50 mmol) of potassium hydroxide, 4. 8 g (75 mmol) of copper powder, and 20 ml of decalin was heated at an external temperature of 200 C. while stirring in a nitrogen stream for 40 hours. The reaction mixture was cooled nearly to room temperature, chloroform was added thereto, followed by filtration using Celite to remove any insoluble matter. The filtrate was concentrated. To remove decalin, n-hexane was added to the residue, followed by filtration. The filter cake was reprecipitated in methanol, and the resulting crude product was purified by silica gel column chromatography to give 4.2 g (30%) of 5-(4-(2-hydroxyethyl)phenyl)-5H-dibenz[b,f]azepine.

According to the analysis of related databases, 52914-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; US2003/65171; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 52914-23-5, These common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 1.14 g (4.60 mmol) of 2-(4-iodophenyl)ethanol, 0.88 g (6.89 mmol) of 4-chlorophenol, 2.99 g (9.20 mmol) of cesium carbonate, 0.14 g (1.38 mmol) of N,N-dimethylglycine and 0.087 g (0.46 mmol) of cuprous iodide in 4 ml of dioxane is heated at 90 C. for 24 hours with thorough stirring under an argon atmosphere. It is cooled to ambient temperature and taken up in 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with an 85/15 then 75/25 mixture of cyclohexane and ethyl acetate, to give 0.68 g of product in the form of an oil.

The synthetic route of 52914-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 52914-23-5,Some common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, molecular formula is C8H9IO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 1.24 g (5 mmol) of 2-(4-iodophenyl)ethanol, 0.62 g (5.25 mmol) of 7-azaindole, 2.33 g (11.0 mmol) of potassium phosphate, 0.082 g (1.0 mmol) of N,N’-dimethylethylenediamine and 0.095 g (0.50 mmol) of cuprous iodide in 4 ml of toluene is heated at 80 C. overnight with thorough stirring under an argon atmosphere. The mixture is cooled to ambient temperature and diluted with 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution. It is dried over sodium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with a 70/30 then 60/40 and 50/50 mixture of cyclohexane and ethyl acetate, to give 1.05 g of product in the form of an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Iodophenyl)ethanol, its application will become more common.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 52914-23-5, The chemical industry reduces the impact on the environment during synthesis 52914-23-5, name is 2-(4-Iodophenyl)ethanol, I believe this compound will play a more active role in future production and life.

(a) 104 g of p-iodophenethyl alcohol was combined in solution with 216 g of hydrobromic acid (48%) and 36 g of thiourea in 100 ml of water and reacted in accordance with the procedure outlined in Example I(a). Vacuum distillation at 91-95 and 0.2 mm Hg gave a 27% yield of p-iodophenethyl thiol having a refractive index of n25 D = 1.6411, an ALD of 0.56 ml/Kg and a formula of C8 H8 IS.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(4-Iodophenyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Alcon Laboratories, Inc.; US4125554; (1978); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com