Ethyl formate → 5-Ethynyl-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexanecarbaldehyde

Participants

Reaction Steps

At 0° C., to a solution of the cyclic ketone 1-(4-methoxy-dibenzofuran-1-yl)-4-oxo-cyclohexane carbonitrile (0.5 g, 0.00156 mol) (as obtained in example 2) in THF (15 ml) sodium methoxide (0.093 g, 0.0017 mol) was added and the reaction mass was stirred for 15 min. Then ethyl formate (0.15 ml, 0.0018 mol) was added at 0° C., and the reaction mass was refluxed for 1 hr. Once product has formed, the reaction mass was quenched with water and extracted with ethyl acetate. The organic layer was dried with sodium sulfate and concentrated under vacuum. The product 5-ethynyl-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexanecarbaldehyde was isolated by column chromatography. Yield 0.250 g (46%)

Provenance & Evidence