Acetic Anhydride → HCID 68467907, compound

HRID 1623599Notes

Reaction equation

HRID 1623599 reaction equation
[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][N+:15]([O-])=[C:14]([CH3:19])[C:13]=1[CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:21]([O:24]C(=O)C)(=[O:23])[CH3:22]>>[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][N:15]=[C:14]([CH2:19][O:24][C:21](=[O:23])[CH3:22])[C:13]=1[CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 68469329HCID 68469329, compound

Product 1

HCID 68467907HCID 68467907, compoundYield 61.6%

Procedure

To 41.2 g (0.1 mol, 1.0 eq.) of 4-decyloxy-2,3-dimethylpyridine-N-oxide, 40.8 g (0.4 mol, 4.0 eq.) of acetic anhydride was added, and the mixture was allowed to react for 8.5 hours at 88 to 92° C. Acetic anhydride was distilled off, and then the resulting concentrated residue was purified on a silica gel column, to obtain 19.8 g of 4-decyloxy-2-acetoxymethyl-3-methylpyridine as a black brown oily matter (total yield of two processes 61.7%).

Workup

  1. customto react for 8.5 hours at 88 to 92° C
  2. distillationAcetic anhydride was distilled off
  3. customthe resulting concentrated residue was purified on a silica gel column

Sources & evidence

ORD record
ord-15600e58a2f7411fbb21e12325df7b52
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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