2-Piperidone → tert-Butyl 2-oxopiperidine-1-carboxylate

HRID 1463550Notes

Reaction equation

[C:1]1(=[O:7])[NH:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=O)C([O-])=O>>[C:15]([O:14][C:12]([N:6]1[CH2:5][CH2:4][CH2:3][CH2:2][C:1]1=[O:7])=[O:8])([CH3:18])([CH3:17])[CH3:16]

Participants

Reactant 2

HCID 126652-Piperidone

HCID 22064466Tert-butyldicarbonate

Product 1

HCID 7577838tert-Butyl 2-oxopiperidine-1-carboxylate

Procedure

In another process, described in J. Org. Chem. Vol. 48, pp. 2424 to 2426 (1983), δ-valerolactam is reacted with tert-butyl oxydiformate in a first stage to form N-tert-butoxycarbonylvalerolactam, which is then broken down in a second stage with 1.1 equivalents of sodium methylate to form methyl 5-(O-tert.-butylurethano)valerate.

Sources & evidence

ORD record: ord-0a47778dc07744f88e0054d5fb4e4880
Source dataset: uspto-grants-1994_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05300678

Reaction notes

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