Dimethylformamide dimethyl acetal → 2-(2-Carbomethoxyethyl)-3-isopropenyl-1-methyl-cyclopent-1-ene

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A mixture of 2 g of 2-(2-carboxyethyl)-3-isopropenyl-1-methyl-cyclopent-1-ene, 150 ml of absolute benzene and 4 ml of dimethoxy-dimethylamino-methane was heated for 5 hours to reflux. The solution was concentrated and the residue, obtained as a red oil, chromatographed on 50 g of silicagel with hexane/ether (19:1). There were obtained 1.95 g (91%) of 2-(2-carbomethoxyethyl)-3-isopropenyl-1-methyl-cyclopent-1-ene; boiling point 0.01 about 70° C; nD20 = 1.4761; IRfilm : νmax = 3100, 1742, 1645, 1440, 1375, 1330, 1255, 1195, 1170, 1085, 1025, 990, 895 and 840 cm-1. The compound has a floral, woody, ester-like fragrance.

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