Acetic Anhydride → HCID 68469851, compound

HRID 1623593Notes

Reaction equation

HRID 1623593 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][N+:13]([O-])=[C:12]([CH3:17])[C:11]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:19]([O:22]C(=O)C)(=[O:21])[CH3:20]>>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:17][O:22][C:19](=[O:21])[CH3:20])[C:11]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 68466746HCID 68466746, compound

Product 1

HCID 68469851HCID 68469851, compoundYield 60%

Procedure

To 38.7 g (0.1 mol, 1.0 eq.) of 4-octyloxy-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 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 17.6 g of 4-octyloxy-2-acetoxymethyl-3-methylpyridine as an oily matter (yield 60.0%).

Workup

  1. customto react for 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-fcad04049cd445e0bb36c55e00979720
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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