Acetic Anhydride → (4-Methylpyridin-2-yl)methyl acetate

HRID 77823

Reaction equation

HRID 77823 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N+:3]=1[O-].[C:10]([O:13]C(=O)C)(=[O:12])[CH3:11]>>[CH3:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([CH2:1][O:13][C:10](=[O:12])[CH3:11])[CH:7]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 707332,4-Dimethylpyridine 1-oxide

Product 1

HCID 19912996(4-Methylpyridin-2-yl)methyl acetateYield 29.8%

Conditions

Temperature
110 °C

Procedure

Acetic anhydride (30 mL) was added to 2,4-dimethyl-pyridine 1-oxide (1.93 g, 15.7 mmol) described in Manufacturing Example 11-1-1, and the mixture was stirred for 10 minutes at 110° C. The reaction solution was allowed to room temperature and concentrated under a reduced pressure. The resulting residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:2, then ethyl acetate) to obtain the title compound (774 mg, 29.8%).

Workup

  1. customwas allowed to room temperature
  2. concentrationconcentrated under a reduced pressure
  3. customThe resulting residue was purified by silica gel column chromatography (heptane

Sources & evidence

ORD record
ord-f5a3c86912664214b02c6401618ee550
Source dataset
uspto-grants-2014_09
Patent number
US08841327B2

Linked notes

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