Methylhydrazine → 1-(2-(Aminooxy)ethyl)pyrrolidin-2-one

HRID 661725Notes

Reaction equation

HRID 661725 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][O:9][N:10]1C(=O)C2C(=CC=CC=2)C1=O.CNN>C(Cl)Cl>[NH2:10][O:9][CH2:8][CH2:7][N:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 231323402-(2-(2-Oxo-pyrrolidin-1-yl)-ethoxy)-isoindol-1,3-dione

Product 1

HCID 231323481-(2-(Aminooxy)ethyl)pyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(2-(2-Oxo-pyrrolidin-1-yl)-ethoxy)-isoindol-1,3-dione (590 mg, 2.15 mmol) and methylhydrazine (119 mg, 2.58 mmol) were mixed in methylene chloride, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by silica gel chromatography to give 1-(2-aminooxy-ethyl)-pyrrolidin-2-one (the title compound, 298 mg).

Workup

  1. customThe reaction mixture was purified by silica gel chromatography

Sources & evidence

ORD record
ord-422e0ed09a874a988aee99c91e979eca
Source dataset
uspto-grants-2011_12
Patent number
US08084645B2

Reaction notes

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