Ethyl chloroformate → 1-Carbethoxy-3,5-dimethyl-4-piperidinone

HRID 1865266Notes

Reaction equation

HRID 1865266 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].C([N:14]1[CH2:19][CH:18]([CH3:20])[C:17](=[O:21])[CH:16]([CH3:22])[CH2:15]1)C1C=CC=CC=1>C1C=CC=CC=1>[C:2]([N:14]1[CH2:19][CH:18]([CH3:20])[C:17](=[O:21])[CH:16]([CH3:22])[CH2:15]1)([O:4][CH2:5][CH3:6])=[O:3]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 222789201-Benzyl-3,5-dimethylpiperidin-4-one

Product 1

HCID 222788871-Carbethoxy-3,5-dimethyl-4-piperidinone

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethyl chloroformate (10.0 g, 90 mmol) was added to a stirred solution of 1-benzyl-3,5-dimethyl-4-piperidinone (5.0 g, 24 mmol) in benzene (20 ml), refluxed with stirring for 6 hr and concentrated to dryness to give 1-carbethoxy-3,5-dimethyl-4-piperidinone as oil. Yield 4.51 g (90%), C10H17NO3, m/z 200 (M+1).

Workup

  1. temperaturerefluxed
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-a67fc8f299394bb48ec59e2d46de818c
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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