Potassium Hydroxide → Ammonia

Participants

Reaction Steps

Potassium hydroxide (512 mg, 9.12 mmol) was added to a solution of the product of example 86(200 mg, 0.46 mmol) in 3-methyl-3-pentanol (4 mL) and the mixture was heated under reflux for 20 hours. The reaction mixture was then cooled to room temperature, concentrated in vacuo and the residue was partitioned between ethyl acetate (20 mL) and water (20 mL). The organic layer was separated, dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by column chromatography on silica gel, eluting with dichloromethane:methanol:0.88 ammonia, 100:0 to 90:10:1, afforded the title compound as a colourless glass in 93% yield, 193 mg.

Provenance & Evidence