Aluminium lithium hydride → [4-(4-Benzyloxy-phenyl)-1-methyl-cyclohex-3-enyl]-methanol

Participants

Reaction Conditions

Reaction Steps

To a cooled solution of 4-(4-benzyloxy-phenyl)-1-methyl-cyclohex-3-ene carbaldehyde (0.41 g, 1.33 mmol) in THF (10.0 mL) was added to LAH (0.100 g, 2.70 mmol) and the reaction mixture stirred at 0° C. for 3 h. The reaction mixture was then quenched by methanol followed by aqueous HCl (1N, 2 mL) until all of the black/brown precipitate was dissolved. The resulting mixture was extracted with ethyl acetate (2×30 mL). The combined organic layers were washed with brine, dried over MgSO4 and purified by SiO2 (50% ethyl acetate/hexane) to yield [4-(4-benzyloxy-phenyl)-1-methyl-cyclohex-3-enyl]-methanol as a liquid.

Provenance & Evidence