Triethylamine → HCID 67718683, compound

Participants

Reaction Steps

46.9 cm3 of triethylamine, 11.8 g of di-tert-butyl dicarbonate and then 0.3 g of 4-dimethylaminopyridine are added to a suspension of 19 g of (3aRS,5RS,7aRS)-5-acetoxy-7,7-diphenyl-perhydroisoindol-4-one hydrochloride in 200 cm3 of dry methylene chloride at a temperature of about 5° C., while stirring. The reaction mixture is stirred at room temperature for 24 hours and then washed with an aqueous saturated solution of sodium bicarbonate. The organic phase is decanted, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallised in 120 cm3 of diisopropyl ether. 21 g of (3aRS,5RS,7aRS)-5-acetoxy-7,7-diphenyl-perhydroisoindol-4-one are obtained in the form of white crystals which melt at 213° C.

Provenance & Evidence