(2-methoxy-5-(trifluoromethyl)phenyl)methanol synthesis

Yield:685126-89-0 98%

Reaction Conditions:

with diisobutylaluminium hydride in dichloromethane at 0 - 20;

Steps:

1

To a solution of DIBAL (1.0 M in CH2Cl2, 16 mL, 2.0 equiv) in CH2Cl2 (10 mL) at 0° C. was added a solution of methyl 5-trifluoromethyl-2-methoxy benzoate (1.7 g, 1.0 equiv) in CH2Cl2 (7.5 mL). The reaction mixture was allowed to stir for 3 hr at 0° C. and then at room temperature overnight. After recooling to -15° C., the reaction was quenched by the slow addition of 1N HCl (20 mL). The resulting mixture was allowed to stir at room temperature for 1 hr and then was extracted with CH2Cl2. The organic phase was washed with brine, dried over Na2SO4, filtered and concentrated to give the desired alcohol (1.46 g, 98%) which was used without further purification.

References:

US2004/82779,2004,A1 Location in patent:Page 91-92