Potassium Carbonate → HCID 13145946, compound

Participants

Reaction Steps

To an ice-cooled mixture of 330 mg (1.15 mmol) 14-hydroxy-4-methoxymorphinan-6-one, 400 mg (2.89 mmol) anhydrous K2CO3 in 10 ml dry DMF was dropped a solution of 0.11 ml (1.21 mmol) cyclopropanecarboxylic acid chloride in 3 ml dry DMF during 10 min. while stirring. This mixture was stirred at 0° C. for an additional 50 min., then filtered, washed with CHCl3 and the filtrate evaporated. The residue was partitioned between water and CH2Cl2, the organic layer separated, washed with brine, dried and evaporated. The resulting solid residue was crystallized with ethanol to give 350 mg (86%) N-cyclopropylcarbonyl-14-hydroxy-4-methoxymorphinan-6-one, m.p. 223°-225°, [α]D26 --167.2° (C 0.97, CHCl3).

Provenance & Evidence