5-(BENZYLOXY)-2-METHYLPHENOL synthesis

Yield:628332-28-5 95%

Reaction Conditions:

with potassium hydroxide;hydrazine in ethylene glycol at 20 - 199;

Steps:

Reference Example 329

Reference Example 329 To a solution of4- (benzyloxy)-2-hydroxybenzaldehyde (16.5 g) in ethylene glycol (90 ml) were added potassium hydroxide (12.2 g) and hydrazine monohydrate (10.6 ml) at room temperature and the mixture was stirred at120 C for 3 hours and at199 C overnight. The reaction solution was cooled to room temperature and 2N hydrochloric acid (110 ml) was added. The mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried(MgS04) and concentrated to give5- (benzyloxy)-2-methylphenol (14.8 g, yield 95%) as a brown oily substance. 1H-NMR(CDC13)5 : 2.17 (3H, s), 5.01 (2H, s), 6.43-6. 51 (2H, m), 6.99(1H, d, J=8.4 Hz), 7.27-7. 43 (5H, m).

References:

WO2003/99793,2003,A1 Location in patent:Page 279