Ammonia → 5-(2-Hydroxyethyl)pyrrolidin-2-one

HRID 1975502Notes

Reaction equation

HRID 1975502 reaction equation
C(O[CH:5]1[CH2:12][CH2:11][O:10][C:8](=[O:9])[CH2:7][CH2:6]1)(=O)C.[NH3:13]>>[OH:10][CH2:11][CH2:12][CH:5]1[NH:13][C:8](=[O:9])[CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 117450862-Oxepanone, 5-(acetyloxy)-

Product 1

HCID 108554765-(2-Hydroxyethyl)pyrrolidin-2-one

Procedure

22.4 g of 4-acetoxycaprolactone were stirred for 1 hour at 330° C. in an autoclave together with 100 g of 25% strength aqueous ammonia. After cooling and depressurizing the autoclave, the reaction product was concentrated on a rotary evaporator (40° C./30 mbar) and purified by short path distillation. In this case, 10.1 g of 5-hydroxyethylpyrrolidone were obtained (61%, based on the 4-acetoxycaprolactone employed) and identified by NMR spectroscopy.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction product was concentrated on a rotary evaporator (40° C./30 mbar)
  3. distillationpurified by short path distillation

Sources & evidence

ORD record
ord-681a67c854174aa6978cc40b7d9e9217
Source dataset
uspto-grants-1994_02
Patent number
US05286875

Reaction notes

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