Acetic Anhydride → (1-Acetylpiperidin-4-yl)acetic acid

HRID 1379663Notes

Reaction equation

HRID 1379663 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>CO>[C:11]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=[O:9])[CH2:3][CH2:2]1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15125944-Piperidineacetic acid

Product 1

HCID 10442408(1-Acetylpiperidin-4-yl)acetic acidYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

4-Piperidinylacetic acid (5 grams) (35.0 mmoles) was reacted with acetic anhydride (10.7 grams) (105.0 mmoles) in MeOH (100 ml.) and the mixture was stirred at 25° C. for 24 hours. The mixture was evaporated to dryness and the residue was azeotroped with toluene to give the title compound (Yield: 6.4 grams, 99%, MH+ 185).

Workup

  1. customThe mixture was evaporated to dryness
  2. customthe residue was azeotroped with toluene

Sources & evidence

ORD record
ord-433530df20854e2ea0e339893385ba9d
Source dataset
uspto-grants-1997_09
Patent number
US05672611

Reaction notes

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