Water → HCID 54039918, compound

Participants

Reaction Steps

A solution of 17.0 g of 5'-methyl-2',3'-dihydro-spiro[cyclo-pentane-1,1'-[1H]indene]-3'-one, 17.5 ml of 3-buten-2-ol and 170 mg of p-toluenesulfonic acid in 170 ml of 2,2-dimethoxy-propane was boiled under reflux for 71 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/diethyl ether 4:1). In addition to 4.0 g of educt, there were obtained 12.7 g (59%) of (RS)-2'-(2-buten-1-yl)-5'-methyl-2',3'-dihydro-spiro[cyclopentane-1,1'-[1H]indene]-3'-one as a yellow oil.

Provenance & Evidence