Gamma-Butyrolactone → 1-(3-Hydroxypropyl)pyrrolidin-2-one

Reaction equation

[C:1]1(=O)[O:5][CH2:4][CH2:3][CH2:2]1.[NH2:7][CH2:8][CH2:9][CH2:10][OH:11]>>[OH:11][CH2:10][CH2:9][CH2:8][N:7]1[CH2:1][CH2:2][CH2:3][C:4]1=[O:5]

Participants

Reactant 2

HCID 7302Gamma-Butyrolactone

HCID 90863-Amino-1-propanol

Product 1

HCID 5667441-(3-Hydroxypropyl)pyrrolidin-2-oneYield 17.5%

Procedure

A solution of γ-butyrolactone (8.6g, 0.1 mol) and 3-amino-1-propanol (9 g, 0.12 mol) was heated at reflux for 18 hours. The crude product mixture was distilled under reduced pressure to give 1-(3-hydroxypropyl)-2-pyrrolidinone (2.5 g. 17%).

Workup

temperatureat reflux for 18 hours
distillationThe crude product mixture was distilled under reduced pressure

Sources & evidence

ORD record: ord-1ef7b81bd68a432baf3fd4f9e4de4b04
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE042353E1

Reaction notes

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