Water → HCID 53677000, compound

Participants

Reaction Steps

A solution of 2.50 g of 5'-methyl-2',3'-dihydro-spiro[cyclo-hexane-1,1'-[1H]indene]-3'-one, 24.1 ml (280 mol) of 3-buten-2-ol and 250 mg of p-toluenesulfonic acid in 250 ml of 2,2-dimethoxy-propane was boiled under reflux for 88 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/ethyl acetate 6:1). In addition to 8.4 g of educt, there were obtained 18.4 g (59%) of (RS)-2'-(2-buten-1-yl)-5'-methyl-2',3'-dihydro-spiro[cyclohexane-1,1'-[1H]indene]-3'-one as a yellow oil.

Provenance & Evidence