Acetic Anhydride → Ethyl 1-acetyl-4-oxo-3-piperidinecarboxylate

HRID 1198462Notes

Reaction equation

HRID 1198462 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH2:10][CH2:9][NH:8][CH2:7]1)([O:3][CH2:4][CH3:5])=[O:2].[C:13](OC(=O)C)(=[O:15])[CH3:14]>C(=O)([O-])[O-].[Na+].[Na+]>[C:13]([N:8]1[CH2:9][CH2:10][C:11](=[O:12])[CH:6]([C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH2:7]1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1073164-Oxo-piperidine-3-carboxylic acid ethyl ester

Product 1

HCID 12445847Ethyl 1-acetyl-4-oxo-3-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

To a vigorously stirred, ice-water cooled suspension of 2.0 g of 3-carbethoxy-4-piperidone in 20 ml of aqueous sodium carbonate is added 1 ml of acetic anhydride. The mixture is stirred in the cold for 30 minutes then extracted with ether. The organic layer is dried and evaporated to afford 1.5 g of colorless solid, m.p. 53°-55° C.

Workup

  1. stirringThe mixture is stirred in the cold for 30 minutes
  2. extractionthen extracted with ether
  3. customThe organic layer is dried
  4. customevaporated

Sources & evidence

ORD record
ord-a5433ca7aab142e2b391e1c03e0af46d
Source dataset
uspto-grants-1994_01
Patent number
US05281602

Reaction notes

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