Acetic Anhydride → 2-Pyridinemethanol, 2-acetate

HRID 722084

Reaction equation

HRID 722084 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[O-].[C:9]([O:12]C(=O)C)(=[O:11])[CH3:10]>CCOC(C)=O>[C:9]([O:12][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 136022-Methylpyridine 1-oxide

Product 1

HCID 138812-Pyridinemethanol, 2-acetate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of the 2-methyl pyridine N-oxide (1.0 mmol) in acetic anhydride (5 mmol) was heated to reflux for 0.5 h. Work-up (EtOAc), drying (MgSO4), evaporation and purification by preparative TLC or flash chromatography afforded the 2-(acetoxymethyl)pyridine.

Workup

  1. temperatureto reflux for 0.5 h
  2. customdrying
  3. custom(MgSO4), evaporation and purification by preparative TLC or flash chromatography

Sources & evidence

ORD record
ord-46b932fbdc8540ac87584522c6800eb6
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Linked notes

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