Sodium Hydroxide → HCID 54348545, compound

Participants

Reaction Conditions

Reaction Steps

360 mg of the 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-(N-methyl-3-nitrocinnamamido)morphinan 78 and 1.07 g of stannous chloride dihydrate were dissolved in 7.5 ml of ethanol followed by heating to 70° C. and stirring for 2 hours. After cooling the reaction mixture to room temperature, 2 N aqueous sodium hydroxide was added while cooling with ice to neutralize followed by extraction with dichloromethane. The organic layers were combined and washed with saturated brine followed by drying and concentration. Inorganic substances were removed by chromatographic filtration [silica gel; chloroform:methanol (9:1)]. The resulting unpurified target compound was converted to a 2 hydrochloride to obtain 310 mg. ##STR66##

Provenance & Evidence