Adding a certain compound to certain chemical reactions, such as: 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, 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 199786-58-8, name: (5-Bromo-2-iodophenyl)methanol
(5-Bromo-2-iodophenyl)methanol (8c) (106 mg, 0.34 mmol), Pd(PPh3)2Cl2 (7.0 mg, 0.01 mmol) and Cul (1.2 mg, 6.3 mupiiotaomicron) were added to a flame-dried Schlenk flask. The flask was evacuated and refilled with an N2/H2-mixture (3 :2) three times. Dry THF (3 mL) and dry NEt3 (71 mu, 0.51 mmol) were bubbled through with an N2/H2 mixture (3 :2) for 10 minutes and subsequently added to the mixture. After this time, 2-ethynylaniline (0.060 mL, 0.58 mmol) was added and the mixture was stirred for 16 hours under an N2/H2-atmosphere. The reaction mixture was diluted with CH2C12 (5 mL) and the organic layer was washed with H20 (5 mL). The water layer was then back-extracted with CH2C12 (2 x 5 mL). The combined organic layers were washed with H20 (15 mL) and brine (20 mL). Next, the organic layer was dried over MgS04 and concentrated in vacuo. The crude product was purified by gradient column chromatography (EtOAc/-heptane, 1 :6 to 1 :2) to obtain 9c as a yellow solid (102 mg, 100%). RF = 0.40 (EtOAc/-heptane, 1 :2). 1H-NMR (300 MHz, CD3OD) delta: 7.68-7,67 (m, 1H), 7.43-7.42 (m, 2H), 7.28 (ddd, J = 7.7, 1.5, 0.4 Hz, 1H), 7.12 (ddd, J = 7.3, 6.6, 1.6 Hz, 1H) 6.79-6.76 (m, 1H) 6.64 (td, J = 7.7, 1.1 Hz, 1H), 4.80 (d, J = 0.6 Hz, 2H). 13C-NMR (75 MHz, CD3OD) delta: 148.6, 144.2, 132.4, 131.0, 129.4, 129.2, 129.1, 121.4, 120.0, 1 16.5, 1 13.8, 106.5, 91.6, 89.8, 61.3. FT- IR max film (cm”1): 3360, 2923, 2850, 2362, 2202, 1610, 1489, 1450, 815, 750. HRMS (ESI+) m/z calcd for Ci5Hii3brNO [M+H]+ 302.0181, found 302.0169.
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, (5-Bromo-2-iodophenyl)methanol, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; STICHTING KATHOLIEKE UNIVERSITEIT; SYNAFFIX B.V.; DEBETS, Marjoke Froukje; RUTJES, Floris Petrus Johannes Theodorus; VAN HEST, Jan Cornelis Maria; VAN DELFT, Floris Louis; VAN BERKEL, Sander Sebastiaan; WO2014/189370; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com