Di-tert-butyl dicarbonate → HCID 67718683, compound

Participants

Reaction Steps

To a suspension of 19 g of (3aRS,5RS,7aRS)-5-acetoxy-7,7-diphenylperhydro-4-isoindolone hydrochloride in 200 cm3 of dry dichloromethane are added, at a temperature in the region of 5° C., with stirring, 46.9 cm3 of triethylemine and 11.8 g of di-tert-butyl dicarbonate, followed by 0.3 g of 4-dimethylaminopyridine. The reaction mixture is stirred at room temperature for 24 hours and then washed with saturated aqueous sodium bicarbonate solution. The organic phase is separated off after settling, dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized in 120 cm3 of diisopropyl ether. 21 g of (3aRS,5RS,7aRS)-5-Acetoxy-7,7-diphenylperhydro-4-isoindolone are obtained, in the form of white crystals melting at 213° C.

Provenance & Evidence