Hydrazine → Oxane-4-carbohydrazide

A solution of methyl tetrahydro-2H-pyran-4-carboxylate (1.44 g, 10.0 mmol) in methanol (50 mL) was stirred at 50° C. To the reaction mixture, hydrazine.monohydrate (0.675 g) was added, followed by stirring at the same temperature for 2 hours, after completion of the reaction, the reaction mixture was concentrated and diluted with methylene chloride, the solution was then washed with saturated sodium bicarbonate aqueous solution and saturated brine, and the organic layer was dried over magnesium sulfate and the solvent was distilled off under reduced pressure to afford 952 mg of the title compound (yield 66.1%).

1. customafter completion of the reaction
2. concentrationthe reaction mixture was concentrated
3. additiondiluted with methylene chloride
4. washthe solution was then washed with saturated sodium bicarbonate aqueous solution and saturated brine
5. dry with materialthe organic layer was dried over magnesium sulfate
6. distillationthe solvent was distilled off under reduced pressure

ORD record

ord-07c71cfcc2b64bec8a6a927da5a832e3

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09181250B2