Benzyl Bromide → 4-Benzyloxy-1-bromo-isoquinoline-3-carboxylic acid butyl ester

Participants

Reaction Steps

A mixture of 1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (6.48 g, 20 mmol; Example D-28 a), benzyl bromide (3.6 ml, 30 mmol), K2CO3 (12.44 g, 90 mmol) and acetone (300 ml) was refluxed with stirring for 2.5 d. The solvent was then evaporated in vacuo. To the residue was added water (100 ml) and the mixture was extracted with EtOAc (100 ml). The organic phase was dried over MgSO4 and evaporated in vacuo to give the title compound as a yellowish solid; MS-(+)-ion: M+1=414.1.

Provenance & Evidence