Yield:-

Reaction Conditions:

with methylmagnesium bromide in tetrahydrofuran at 0 - 20;

Steps:

14 DESCRIPTION 14. 1-Hydroxy-1-(2-methoxy-5-(trifluoromethoxy)phenyl)ethane

To 2-methoxy-5- (trifluoromethoxy) benzaldehyde [(L.] [OG,] 4.5mmol) in tetrahydrofuran (lOmL) at [0°C] was added a solution of methyl magnesium bromide in tetrahydrofuran [(1.] 6mL, 3M, 4.7mmol). The solution was then warmed to room temperature and quenched with saturated aqueous ammonium chloride solution [(50ML).] The suspension formed was extracted with ethyl acetate [(2XLOOML)] and the extracts were dried (MgS04). Concentration in vacuo yielded the title compound as an oil (1.03g, 4.4mmol). [ON] (360 MHz, [CDCL3)] : 7.25 (1H, d, J 2. [0HZ),] 7.09 [(1H,] dd, J 2.0 and 8.9Hz), 6.84 [(1H,] d, J 8.9Hz), 5.10 [(1H,] dq, J 4.8 and 6. [5HZ),] 3.86 (3H, s), 2.41 (1H, d, J 4.8Hz), 1.48 (3H, d, J 6.5Hz

References:

WO2004/31190,2004,A1 Location in patent:Page 32