Hydrochloric Acid → HCID 22718798, compound

Participants

Reaction Steps

To a refluxing mixture of 4′-cyclooctylacetophenone (30 g), I2 (5 mg) and Zn (17.2 g) in benzene (300 ml) was added ethylbromoacetate (18 ml) dropwise during 30 minutes. The mixture was refluxed for 2 h and then cooled to room temperature. It was acidified with 10% HCl (200 ml), benzene layer was separated out. The organic layer was washed with water, dried (Na2SO4) and concentrated. The crude product was purified by column chromatography on silica gel to give 39.4 g (95% yield) of ethyl 3-hydroxy-3-(4′-cyclooctylphenyl)-butanoate (2d, formula 2, R=cyclooctyl) as viscous oil.

Provenance & Evidence