Acetic Anhydride → (6-Methylpyridin-2-yl)methyl acetate

HRID 446814Notes

Reaction equation

HRID 446814 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N+:3]=1[O-].[C:10]([O:13]C(=O)C)(=[O:12])[CH3:11]>>[C:10]([O:13][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[N:3]=1)(=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 140832,6-Dimethylpyridine N-oxide

Product 1

HCID 291137(6-Methylpyridin-2-yl)methyl acetate

Procedure

A solution of 2,6-dimethylpyridine 1-oxide (980 mg, 0.79 mmol) in acetic anhydride (5 mL) was refluxed for 1 h. The reaction mixture was then concentrated in vacuo to obtain the crude product. The crude material was purified via silica gel column chromatography using 20% ethyl acetate in hexanes to afford (6-methylpyridin-2-yl)methyl acetate (1.0 g) as a solid.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. customto obtain the crude product
  3. customThe crude material was purified via silica gel column chromatography

Sources & evidence

ORD record
ord-52430759164042b49e3b56f82a9aa8ff
Source dataset
uspto-grants-2013_07
Patent number
US08481534B2

Reaction notes

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