BENZENE, 2-CHLORO-1-(CHLOROMETHYL)-4-(TRIFLUOROMETHYL)- synthesis

Yield:24096-63-7 92%

Reaction Conditions:

with pyridine;dichloro sulfoxide in tetrahydrofuran;diethyl ether at 0 - 30; for 15 h;

Steps:

133

To a solution of 2-chloro-4-trifluoromethylbenzyl alcohol (38.8 g) and pyridine (3.0 ml) in diethyl ether (320 ml)- tetrahydrofuran (80 ml) was added thionyl chloride (32.8 g) , and the mixture was stirred at room temperature for 15 hr. The reaction solution was concentrated, water was poured^' into the residue and the mixture was extracted with ethyl acetate. The o ethyl acetate layer was washed with IN hydrochloric acid, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, dried (MgSO₄), and concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:25 - 1:12, v/v) to give 2-chloro- 4-trifluoromethylbenzyl chloride (38.9 g, yield: 92%) as a colorless oil.¹H-NMR (300 MHz, CDCl₃) δ:4.72 (2 H,, s) , 7.51 - 7.57 (1 H, m) , 7.60 - 7.70 (2 H, m) .

References:

WO2007/18314,2007,A2 Location in patent:Page/Page column 158