Category: 1189352-83-7

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. 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, A new synthetic method of this compound is introduced below., Formula: C7H3ClF3I

2)9- (4-methoxyphenyl) -10 anthracene boronate 3mmol,1-chloro-3-iodo-5-trifluoromethyl-4,6-dihydrosubstituted benzene 3 mmol,Tetrakis(triphenylphosphine)palladium 0.3 mmol,Toluene 120mL,30 mL of ethanol and 120 mmol of K2CO3 (formed as a solution with 30 mL of distilled water) were added to the reaction flask.Then vacuum the system,Nitrogen protection,The reaction was carried out at 110 C for 24 hours.After the reaction,extraction,Rotary evaporation,Column chromatography (eluent: n-hexane / dichloromethane = 1:1),Recrystallization gave the product A9.The yield was 69%. 3)Will A9 2mmol,Boronic acid pinacol ester 6mmol,Palladium acetate 0.2 mmol,2-dicyclohexylphosphine-2′,6′-dimethoxybiphenyl 0.4 mmol,Potassium acetate 6mmol,Add 1,4-dioxane 90mL to the reaction flask,Then vacuum the system,Nitrogen protection,The reaction was carried out at 105 C for 18 hours.After the reaction,extraction,Rotary evaporation,Column chromatography (eluent: n-hexane / dichloromethane = 2:1),Recrystallization to give the product B9,The yield was 68%. 4)The final product i is obtained by Suzuki coupling reaction: B9 1mmol,The product obtained in step 2 is 9-bromo-10-(4-cyano)benzoquinone 0.84 mmol.Catalyst tetrakis(triphenyl)phosphine palladium 0.12 mmol,Toluene 60mL,20mL of ethanol,K2CO3 33.6mmol (formed into solution with 20mL distilled water),Add to the reaction bottle,Under the protection of nitrogen,It was refluxed at 110 C for 24 h.After the reaction, the methanol is hot washed,Filtering,Recrystallization of toluene,Sublimation gives the final product.The yield was 69%.

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; Shaanxi Normal University; Hu Jianyong; Zhang Jiali; Zhao Zhen; Duan Xuewei; (24 pag.)CN109503427; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 1189352-83-7, A common heterocyclic compound, 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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.

EXAMPLE 6Preparation of 1 -[3-chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone A tetrahydrofuran solution of isopropylmagnesium chloride (2 M, 36.0 mL, 71.8 mmol) was added dropwise to a solution of l-chloro-3-iodo-5-(trifluoromethyl)benzene (i.e. the product of Example 5) (20.0 g, 65.3 mmol) in tetrahydrofuran (30 mL) at -5 0C. The mixture was stirred for 1 h at 0-5 0C. Methyl trifluoroacetate (10.0 g, 78.1 mmol) was added dropwise to the mixture while maintaining the temperature 0-5 0C. When the addition was complete the mixture was stirred for 90 min.Hydrochloric acid (1 N, 100 mL) was added dropwise to the mixture at 0-5 0C. When the addition was complete the mixture was extracted with ether (2 x 100 mL).The combined extracts were dried and evaporated. The oil was dissolved in toluene (55 mL), and /?-toluenesulfonic acid monohydrate (0.100 g, 0.525 mmol) was added to the mixture. The mixture was boiled for 30 min, and the water/toluene methanol/toluene azeotropes were removed by distillation at atmospheric pressure. The distillation was continued at reduced pressure to give the product as an oil (12.4 g, 69% yield), b.p. 93- 103 0C at 6.7 kPa. 1H NMR (CDCl3) 8.21-8.19 (m, 2H), 7.95 (s, IH).

The synthetic route of 1189352-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/126668; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 1189352-83-7, name is 3-Chloro-5-iodobenzotrifluoride, 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 1189352-83-7, Quality Control of 3-Chloro-5-iodobenzotrifluoride

A mixture of 1-chloro-3-iodo-5-(trifluoromethyl)benzene (150 g, 489 mmol), (R)- ethyl 5-oxopyrrolidine-2-carboxylate (108 g, 683 mmol), copper (I) iodide (23.3 g, 122 mmol), CsCO3 in 1,4-dioxane (1 L) was stirred under an atmosphere of nitrogen followed by the addition of N,N’-diemthyl-1,2-ethanediamine (26 mL, 245 mmol). The mixture was heated to 40 C for 4 hours, followed by the addition of copper (I) iodide (11.4 g, 60 mmol) and N,N’-diemthyl-1,2- ethanediamine (13 mL, 123 mmol) and heating at 40 C was continued overnight. The was diluted with water (600 mL) and saturated aqueous NH3 and MTBE (600 mL) and the mixture was stirred for 10 min and allowed to separate into two distinct layers. The aqueous layer was separated and extracted with MBTE (2 x 300 mL) and the combined organic layers were washed sequentially with a mixture of water (150 mL)/ saturated brine (15 mL), followed by 2 N HCl (300 mL) and then water (230 mL). The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to afford 10 as an oil. 1H NMR (400 MHz, CHLOROFORM-d) delta: 7.85 (t, J= 2.13 Hz, 1H), 7.63 (t, J= 2.01 Hz, 1H), 7.41 (t, J= 1.88 Hz, 1H), 4.73 (dd, J= 2.89, 8.91 Hz, 1H), 4.18 – 4.29 (m, 2H), 2.73 – 2.83 (m, 1H), 2.57 – 2.65 (m, 1H), 2.49 – 2.55 (m, 1H), 2.19 – 2.31 (m, 1H), 1.68 (s, 1H), 1.22 – 1.32 (m, 3H). MS: 335; MS Found: 335.9([M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-5-iodobenzotrifluoride, and friends who are interested can also refer to it.