Ethyl chloroformate → Ethyl 3-methyl-4-oxopiperidine-1-carboxylate

HRID 746848Notes

Reaction equation

HRID 746848 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]([CH3:21])[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]([CH3:21])[CH2:15]1)([O:4][CH2:5][CH3:6])=[O:3]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 5609651-Benzyl-3-methyl-4-piperidone

Product 1

HCID 15075657Ethyl 3-methyl-4-oxopiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Ethyl chloroformate (3.0 g, 26.7 mmol) was added to a stirred solution of 1-benzyl-3-methyl-4-piperidinone (2.0 g, 9.85 mmol) in benzene (30 ml) at ambient temperature. The obtained reaction mixture was refluxed with stirring for 6 hr and concentrated to dryness to give 1-carbethoxy-3-methyl-4-piperidone as oil. Yield 1.4 g (77%), C9H15NO3, m/z 186 (M+1).

Workup

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

Sources & evidence

ORD record
ord-bfe13196bddf4f0f97ac0ec455d56a67
Source dataset
uspto-grants-2008_07
Patent number
US07393957B2

Reaction notes

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