Acetic Anhydride → Ethyl 1-acetyl-4-piperidineacetate

HRID 126856

Reaction equation

HRID 126856 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1>CC1C=CC=CC=1>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 2760465Ethyl 2-(piperidin-4-yl)acetate

Product 1

HCID 54363171Ethyl 1-acetyl-4-piperidineacetateYield 82%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 200 parts of acetic acid anhydride, 90 parts of ethyl 4-piperidineacetate and 225 parts of methylbenzene is stirred and refluxed for 3 hours. The reaction mixture is evaporated and the residue is diluted with water. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated, yielding 92 parts (82%) of ethyl 1-acetyl-4-piperidineacetate as a residue.

Workup

  1. temperaturerefluxed for 3 hours
  2. customThe reaction mixture is evaporated
  3. additionthe residue is diluted with water
  4. extractionThe product is extracted with methylbenzene
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-3738f18a6d774f939670885c325dad30
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Linked notes

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