Benzyl Bromide → 4-Benzyloxy-3-ethyl-5-methylbenzaldehyde

Participants

Reaction Steps

To a suspension of K2CO3 (21 g, 152 mmol) in acetone (200 mL), 3-ethyl-4-hydroxy-5-methyl-benzaldehyde (5.0 g, 30.5 mmol) followed by benzyl bromide (7.87 g, 45.7 mmol) is added. The suspension is refluxed for 16 h before it is filtered. The filtrate is concetrated and the crude product is purified by CC on silica gel eluting with heptane:EA 4:1 to give 4-benzyloxy-3-ethyl-5-methyl-benzaldehyde (5.04 g) as colourless oil; LC-MS: tR=1.09 min, [M+1]+=255.25.

Provenance & Evidence