Hydrazine hydrate (1:1) → HCID 86737843, compound

Participants

Reaction Steps

A suspension of 2-phthalimido-N-(1,1-dimethyl-2-cyclopentylethyl)acetamide (15.8 g, 48.2 mmol) in ethanol (50 ml) was treated with hydrazine hydrate (2.65 g, 53.0 mmol) and the mixture heated under reflux for 1 hour. After cooling and allowing to stand at 0° for 24 hours, the slurry was filtered and the residue washed with petrol (40°-60°) (2×25 ml). The combined filtrates were evaporated to dryness and thecolourless oily residue triturated with petrol (40°-60°, 100 ml). The insoluble material was filtered off and the filtrate evaporated to dryness giving a colourless oil. The oil was dissolved in ethanol (30 ml) and treated with a hot solution of fumaric acid (5.9 g) in ethanol (80ml). On diluting with ether (100 ml) and cooling, colourless plates were deposited, m.p. 159°-160°. Found: C, 56.75; H, 8.78; N, 7.89; C11H22N2O.C4H4O4C2H5OH requires C, 56.67; H, 8.89; N, 7.78.

Provenance & Evidence