2-Chloroaniline → 1-(2-Chlorophenyl)pyrrolidin-2-one

HRID 1649072Notes

Reaction equation

HRID 1649072 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:9]1(=O)[O:13][CH2:12][CH2:11][CH2:10]1>>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[N:4]1[CH2:9][CH2:10][CH2:11][C:12]1=[O:13]

Participants

3

Reactant 2

HCID 72402-ChloroanilineHCID 7302Gamma-Butyrolactone

Product 1

HCID 41405531-(2-Chlorophenyl)pyrrolidin-2-oneYield 25.4%

Procedure

Following example 19, 12.57 g (0.1 M) of 2-chloroaniline and 9.5 g (0.11 M) of γ-butyrolactone were heated for 48 hours. The excess starging materials were removed at 50°-80°/0.3 mm. Distillation of the residue gave 4.9 g (25%) of product (45% based on recovered 2-chloroaniline); b.p. 150°-155°/0.3-0.4 mm.

Workup

  1. temperaturewere heated for 48 hours
  2. customThe excess starging materials were removed at 50°-80°/0.3 mm
  3. distillationDistillation of the residue

Sources & evidence

ORD record
ord-3af5252e9b2249d5a5f62a9761ecde0c
Source dataset
uspto-grants-1983_11
Patent number
US04415563

Reaction notes

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