Ethyl chloroformate → 1-Carbethoxy-3-ethyl-4-piperidone

HRID 1865230Notes

Reaction equation

HRID 1865230 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].C([N:14]1[CH2:19][CH2:18][C:17](=[O:20])[CH:16]([CH2:21][CH3:22])[CH2:15]1)C1C=CC=CC=1>C1C=CC=CC=1>[C:2]([N:14]1[CH2:19][CH2:18][C:17](=[O:20])[CH:16]([CH2:21][CH3:22])[CH2:15]1)([O:4][CH2:5][CH3:6])=[O:3]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 64909601-Benzyl-3-ethylpiperidin-4-one

Product 1

HCID 222788511-Carbethoxy-3-ethyl-4-piperidone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethyl chloroformate (37.49 g, 346 mmol) was added to a stirred solution of 1-benzyl-3-ethyl-4-piperidone (24.0 g, 110 mmol) in benzene (200 ml) at ambient temperature. The obtained reaction mixture was refluxed with stirring for 16 hr and concentrated to dryness to give 1-carbethoxy-3-ethylpiperidin-4-one as oil. Yield 21 g (96%), C10H17NO3, m/z 200 (M+1).

Workup

  1. customThe obtained reaction mixture
  2. temperaturewas refluxed
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-13104cf1c70b403cae5ed557f0bca7e4
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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