4-Piperidinecarboxylic acid → 1-Acetylpiperidine-4-carboxylic acid

HRID 866997Notes

Reaction equation

HRID 866997 reaction equation
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>>[C:10]([N:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1)(=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 37734-Piperidinecarboxylic acidHCID 7918Acetic Anhydride

Product 1

HCID 1172551-Acetylpiperidine-4-carboxylic acid

Procedure

A solution of 51.6 g of isonipecotic acid in 200 ml of acetic anhydride is refluxed for 2 hours and allowed to stir at ambient temperature for 16 hours. The solution is concentrated and the resulting residue is triturated in ether. The solid is collected by filtration and recrystallized from an isopropyl alcohol-diisopropyl ether mixture giving 1-acetylisonipecotic acid as a white solid.

Workup

  1. concentrationThe solution is concentrated
  2. customthe resulting residue is triturated in ether
  3. filtrationThe solid is collected by filtration
  4. customrecrystallized from an isopropyl alcohol-diisopropyl ether mixture

Sources & evidence

ORD record
ord-bb4a5cbcba5b41ba9dd4e860639c2bb0
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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