Acetic Anhydride → HCID 10750907, compound

HRID 1623576Notes

Reaction equation

HRID 1623576 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][N+:7]([O-])=[C:6]([CH3:11])[C:5]=1[CH3:12])[CH3:2].[C:13]([O:16]C(=O)C)(=[O:15])[CH3:14]>>[C:13]([O:16][CH2:11][C:6]1[C:5]([CH3:12])=[C:4]([O:3][CH2:1][CH3:2])[CH:9]=[CH:8][N:7]=1)(=[O:15])[CH3:14]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 10749601HCID 10749601, compound

Product 1

HCID 10750907HCID 10750907, compoundYield 98.4%

Procedure

To 22.9 g of 4-ethoxy-2,3-dimethylpyridine-1-oxide, 55.0 g (5.0 eq.) of acetic anhydride was added, and the mixture was allowed to react for 6 hours at 90 to 100° C. The acetic anhydride was distilled off, and the resulting concentrated residue was purified on a silica gel column, to obtain 28.2 g of 2-acetoxymethyl-3-methyl-4-ethoxy-pyridine as an oily matter.

Workup

  1. customto react for 6 hours at 90 to 100° C
  2. distillationThe acetic anhydride was distilled off
  3. customthe resulting concentrated residue was purified on a silica gel column

Sources & evidence

ORD record
ord-85c96092d29a47d28b8c0f624febbc19
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

Loading…