Ethyl Acetate → 2-Pyridinemethanol, 2-acetate

HRID 857931

Reaction equation

HRID 857931 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N+:3]=1[O-].CC[O:11][C:12]([CH3:14])=[O:13]>C(OC(=O)C)(=O)C>[C:12]([O:13][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)(=[O:11])[CH3:14]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 136022-Methylpyridine 1-oxide

Product 1

HCID 138812-Pyridinemethanol, 2-acetate

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of the 2-methyl pyridine N-oxide (1.0 mmol) in acetic anhydride (5 mL) 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-4d43528ff4754e27a402addcc765c256
Source dataset
uspto-grants-2006_12
Patent number
US07148228B2

Linked notes

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