Water → HCID 86746701, compound

Participants

Reaction Steps

To a solution of (E)-2-(4-methylbenzylidene)-3-(cis-3a,4,7,7a-tetrahydro-2-isoindolinylcarbonyl)-propionic acid (310 mg) in N,N-dimethylformamide (20 ml) were added triethylamine (105 mg) and propyl bromide (125 mg) and the mixture was stirred at room temperature for 15 hours. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed successively with 1N hydrochloric acid, saturated sodium bicarbonate solution, and brine and dried over MgSO4. After the solvent was evaporated under reduced pressure, the residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (4/1) to give 165 mg of propyl (E)-2-(4-methylbenzylidene)-3-(cis-3a,4,7,7a-tetrahydro-2-isoindolinyl)propionate as a colorless viscous oil.

Provenance & Evidence