2-Piperidone → 3-Chlorovalerolactam

HRID 1682384Notes

Reaction equation

HRID 1682384 reaction equation
[Cl:1][CH:2]1[CH2:9][CH2:8]C[NH:6][C:4](=[O:5])[CH2:3]1.C1(=O)NCCCC1.[C:17]([N:25]1[CH2:31][CH2:30]C[CH:28]([Cl:32])[CH2:27][C:26]1=[O:33])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.ClC1CCNC(=O)C1>>[Cl:1][CH:2]1[CH2:9][CH2:8][NH:6][C:4](=[O:5])[CH2:3]1.[C:17]([N:25]1[CH2:31][CH2:30][CH:28]([Cl:32])[CH2:27][C:26]1=[O:33])(=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 126652-PiperidoneHCID 190438203-ChlorovalerolactamHCID 190438231-Benzoyl-4-chloroazepan-2-oneHCID 193693183-Chlorocaprolactam

Product 2

HCID 190438203-ChlorovalerolactamHCID 19043826N-Benzoyl-3-chlorovalerolactam

Procedure

3-Chlorovalerolactam is synthesized as for 3-chlorocaprolactam (prepared from caprolactam according to J. Am. Chem. Soc. 1958, 80, 6238) using valerolactam in place of caprolactam. Thereafter, the title compound is synthesized as for N-benzoyl-3-chlorocaprolactam (Example VI) using 3-chlorovalerolactam in place of 3-chlorocaprolactam.

Sources & evidence

ORD record
ord-dbb5d49f3f304609adcf883a27cfe5f5
Source dataset
uspto-grants-1997_06
Patent number
US05635103

Reaction notes

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