HCID 14986288, compound → HCID 15086651, compound

Participants

Reaction Steps

A mixture of 32.9 g of 1-(6-bromo-1-oxohexyl)-3,4-dimethoxybenzene, 3.0 g of 10% palladium on carbon and 5 drops of concentrated sulfuric acid in 200 mL of acetic acid was shaken under hydrogen pressure for 9 hours in a Parr hydrogenator at an initial pressure of 55 psi. The reaction mixture was filtered through Celite and the filtrate was concentrated at reduced pressure. The residue was purified by HPLC using 10% ethyl acetate-hexane to give 28.7 g (91% yield) of 1-(6-bromohexyl)-3,4-dimethoxybenzene as an oil. The nmr spectrum was consistent with the structure and the low resolution mass spectrum showed the molecular ion at m/z 300 (C14H21BrO2).

Provenance & Evidence