Water → 2-(Tetrahydrofuran-3-yl)acetohydrazide

HRID 541246Notes

Reaction equation

HRID 541246 reaction equation
[O:1]1[CH2:5][CH2:4][CH:3]([CH2:6][C:7]([O:9]C)=O)[CH2:2]1.[NH2:11][NH2:12].O>CO>[O:1]1[CH2:5][CH2:4][CH:3]([CH2:6][C:7]([NH:11][NH2:12])=[O:9])[CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 58216760Methyl 2-(tetrahydrofuran-3-yl)acetate2×

Product 1

HCID 682888162-(Tetrahydrofuran-3-yl)acetohydrazideYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a round-bottom flask was added a solution of methyl 2-(tetrahydrofuran-3-yl)acetate (compound 130.3, 1.50 g, 10.4 mmol, 1.00 equiv) and NH2NH2. H2O (1.04 g, 20.8 mmol, 2.00 equiv) in methanol (15 mL). The resulting mixture was stiffed overnight at 80° C. in an oil bath. After cooling to ambient temperature, the mixture was concentrated in vacuo to yield 1.20 g (80%) of the title compound as a yellow oil.

Workup

  1. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-794a7590415e483298abb83f78b15459
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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