Water → HCID 22105562, compound

Participants

Reaction Steps

Methyl iodide (2.7 g) was added to a stirred suspension of ethyl 4-[N-(2-benzyloxy-5-bromobenzyl)amino]-3-hydroxybenzoate (6 g) and potassium carbonate (2.6 g) in N,N-dimethylformamide (50 mL) and stirring was continued for 3 hours. The reaction mixture was poured into water (200 mL) and this was extracted three times with diethyl ether (50 mL each time). The combined diethyl ether extracts were washed three times with water (50 mL each time) and dried (MgSO4). The residue obtained on evaporation of the solvent was triturated with petroleum-ether (bp 60-80° C.) to give ethyl 4-[N-(2-benzyloxy-5-bromobenzyl)amino]-3-methoxybenzoate, yield 5.3 g, mp 78° C.

Provenance & Evidence