Vinyl chloroformate → HCID 67915896, compound

Participants

Reaction Steps

A solution of (3aRS,7aRS)-2-benzyl-7,7-bis-(3-tolyl)-4-perhydroisoindolone (13.7 g) in 1,2-dichloroethane (150 cc) is treated with vinyl chloroformate (3.7 cc) and the mixture is refluxed for 3 hours and then concentrated under reduced pressure (2.7 kPa). The residue is chromatographed on silica gel (particle size 0.04-0.063 mm, column 5.4 cm in diameter and 39 cm high), eluting under a nitrogen pressure of 0.5 bar with a mixture of cyclohexane and ethyl acetate (80/20). Fractions 23 to 39 are combined and concentrated to dryness under reduced pressure (2.7 kPa) to give (3aRS,7aRS)-7,7-bis-(3-tolyl)-2-vinyloxycarbonyl-4-perhydroisoindolone (7.4 g) in the form of a white meringue.

Provenance & Evidence