Water → HCID 86742052, compound

Participants

Reaction Steps

213 mg (0.45 mmol) of 3-[6-methyl-2-[3-(tetrahydropyran-2-yloxy)propynyl]-8α-ergolinyl]-1,1-diethylurea is heated under reflux in 10 ml of ethanol with 2 ml of water and 176 mg (0.7 mmol) of pyridinium p-toluenesulfonate under argon for one hour. After evaporation and distribution in ethyl acetate and saturated bicarbonate solution, the organic phase is washed with saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The residue is chromatographed over silica gel first with ethyl acetate/acetone=1:1 and later with methylene chloride/acetone=12:1. Recrystallization from ethyl acetate/hexane yields 90 mg (51%) of 3-[2-(1-hydroxypropyn-3-yl)-6-methyl-8α-ergolinyl]-1,1-diethylurea, mp 151°-154° C.

Provenance & Evidence