Acetic Anhydride → HCID 68468350, compound

HRID 1623588Notes

Reaction equation

HRID 1623588 reaction equation
[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][N+:11]([O-])=[C:10]([CH3:15])[C:9]=1[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:17]([O:20]C(=O)C)(=[O:19])[CH3:18]>>[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:15][O:20][C:17](=[O:19])[CH3:18])[C:9]=1[CH3:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 68466272HCID 68466272, compound

Product 1

HCID 68468350HCID 68468350, compoundYield 74.3%

Procedure

To 32.6 g (0.1 mol, 1.0 eq.) of 4-hexyloxy-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 87 to 93° 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-hexyloxy-2-acetoxymethyl-3-methylpyridine as an oily matter (yield 74.3%).

Workup

  1. customto react for 5 hours at 87 to 93° C
  2. distillationAcetic anhydride was distilled off
  3. customthe resulting concentrated residue was purified on a silica gel column

Sources & evidence

ORD record
ord-3059084d4c2e4e89ae7523b65eb1e40f
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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