Hydrazine hydrate (1:1) → 2-(Tetrahydrofuran-2-yl)acetohydrazide

HRID 541260Notes

Reaction equation

HRID 541260 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][C:7]([O:9]CC)=O.[NH2:12][NH2:13].O>C(O)C>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][C:7]([NH:12][NH2:13])=[O:9]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 551345Ethyl Tetrahydrofuran-2-acetate

Product 1

HCID 607781292-(Tetrahydrofuran-2-yl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a round-bottom flask was added a solution of ethyl 2-(tetrahydrofuran-2-yl)acetate (2.00 g, 12.6 mmol, 1.00 equiv) in ethanol (20 mL). NH2NH2.H2O (1.27 g, 25.4 mmol, 2.00 equiv) was added to the reaction. The resulting solution was stirred overnight at 80° C. in an oil bath, then cooled to room temperature and concentrated in vacuo. This resulted in 2.10 g (92%) of 2-(tetrahydrofuran-2-yl)acetohydrazide as a yellow oil.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated in vacuo
  3. customThis resulted in 2.10 g (92%) of 2-(tetrahydrofuran-2-yl)acetohydrazide as a yellow oil

Sources & evidence

ORD record
ord-fd7e36a49ee94c47a871bf7e7cfaa5c4
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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