Hydrochloric Acid → HCID 56620186, compound

Participants

Reaction Conditions

Reaction Steps

20 ml of phosphate buffer (pH8) was added to a solution of 200 mg (0.64 mmol) of 2-chloro-4-butyl-5-(6-methoxycarbonylhexylidene)-2-cyclopentenone in 15 ml of acetone, and then 0.4 ml of an aqueous solution of pig liver esterase was added. The mixture was stirred at 30° C. for 60 hours. 1N hydrochloric acid was added to the reaction mixture to adjust the pH to 4, and then the mixture was saturated with ammonium sulfate. It was filtered, and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The dried product was filtered, concentrated and subjected to silica gel column chromatography (silica gel, 10 g; eluent, hexane:ethyl acetate=3.2) to give 75 mg (yield 39%) of 2-chloro-4-butyl-5-(6-carboxyhexylidene)-2-cyclopentenone.

Provenance & Evidence