Hydrochloric Acid → 4-[1-Cycloheptyl-methylidene]-2-(2,4,6-trimethyl-phenyl)-cyclopentane-1,3-dione

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Reaction Steps

To a solution of 5-(Cycloheptyl-hydroxy-methyl)-3-methoxy-2-(2,4,6-trimethyl-phenyl)-cyclopent-2-enone (100 mg, 0.28 mmol) in acetone (4 ml) in a 10 ml vial was added 2M HCl (4 ml). The reaction was capped and heated to 120 C for 30 minutes under microwave irradiation. The reaction was diluted with H2O (20 ml) and extracted with EtOAc (3×15 ml). The combined organic extracts were washed with brine (10 ml), dried over MgSO4, filtered and evaporated to dryness under reduced pressure to give a brown oil (88 mg). The crude material was purified by flash chromatography over SiO2 using a 100% isohexane to 100% EtOAc gradient to give the desired product as a colourless oil (62 mg).

Provenance & Evidence