Hydrazine hydrate (1:1) → HCID 22884189, compound

Participants

Reaction Steps

To a solution of the crude cis-6-[N-ethoxycarbonyl-N-(p-fluorobenzyl)aminomethyl]-2-phthalimidomethyltetrahydropyrane (2.81 g, 6.19 mmol) in methanol (30 ml) was added hydrazine monohydrate (0.48 ml, 15 mmol) and heated under reflux for 2 hours. To the reaction mixture was added purified water (30 ml) to dissolve insolubles and the ethanol was distilled off under reduced pressure. The aqueous layer was extracted with chloroform (50 ml×3). The combined organic layer was dried over potassium carbonate and the solvent was distilled off under reduced pressure to give crude cis-2-aminomethyl-6-[N-ethoxycarbonyl-N-(p-fluorobenzyl)aminomethyl]tetrahydropyrane (2.0 g). This compound was used for the subsequent reaction without purification. Yield of two steps=100%.

Provenance & Evidence