2-BROMO-4'-CHLORO-5-METHOXYBENZOPHENONE synthesis

4synthesis methods

Product Name:2-BROMO-4'-CHLORO-5-METHOXYBENZOPHENONE
CAS Number:746651-89-8
Molecular formula:C14H10BrClO2
Molecular Weight:325.58

Benzenemethanol, 2-bromo-α-(4-chlorophenyl)-5-methoxy-

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Yield:746651-89-8 88%

Reaction Conditions:

with pyridinium chlorochromate in dichloromethane at 20; for 1.5 h;Inert atmosphere;

Steps:

4.2.2 Preparation of 4

Compound 3 (18.47g, 56.38mmol) was dissolved in dry dichloromethane (150mL), and pyridinium chlorochromate (15.80g, 73.29mmol) was added under nitrogen protection. The system was stirred at room temperature for 1.5h. The mixture was filtered by celite and washed with dichloromethane. The organic layers were combined, washed with saturated sodium bicarbonate and saturated brine, dried over anhydrous sodium sulfate. The organic layer was evaporated and the residue was separated by silica gel column chromatography to obtain 4 (16.2g) as a white solid (yield: 88%). ¹H NMR (300MHz, CDCl₃) δ: 7.76 (d, J=8.5Hz, 2H), 7.51 (d, J=8.8Hz, 1H), 7.49 - 7.39 (m, 2H), 6.91 (dd, J=8.8, 3.0Hz, 1H), 6.89 - 6.83 (m, 1H), 3.81 (s, 3H).

References:

Cai, Yan;Chen, Bin;Guo, Weiwei;Han, Ting;Huang, Wenlong;Li, Jieming;Li, Qifei;Mo, Jiaxian;Qian, Hai;Qiu, Qianqian;Zou, Feng;Zou, Yuxing [Bioorganic and medicinal chemistry,2020,vol. 28,# 15]