Acetonitrile → HCID 15296556, compound

Participants

Reaction Steps

A mixture of 12.25 g (25 mmol) of 2-(6-iodohexyl)-6-(4-methoxy-4-oxobutoxy)benzenepropanoic acid methyl ester (preceding example), 7.1 g (25.2 mmol) of 2,3-dihydro-7-hydroxy-8-(3-phenylpropyl)-4H-1-benzopyran-4-one (example 9), 8.3 g (60 mmol) of anhydrous potassium carbonate, and 60 mL of dry acetonitrile was stirred and refluxed for 22 hr. After being cooled, the mixture was diluted with ether and filtered with suction. The solids were washed well with ether. The filtrate and washes were combined and concentrated in vacuo giving 16.5 g of a yellow oil. This material was chromatographed on silica gel, eluting with hexane-ethyl acetate mixtures. There was obtained 13.75 g (85.4%) of pure title dimethyl ester, as an oil.

Provenance & Evidence