Acetic Anhydride → HCID 68469332, compound

HRID 1623585Notes

Reaction equation

HRID 1623585 reaction equation
[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][N+:10]([O-])=[C:9]([CH3:14])[C:8]=1[CH3:15])[CH2:2][CH2:3][CH2:4][CH3:5].[C:16]([O:19]C(=O)C)(=[O:18])[CH3:17]>>[CH2:1]([O:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH2:14][O:19][C:16](=[O:18])[CH3:17])[C:8]=1[CH3:15])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 68466152HCID 68466152, compound

Product 1

HCID 68469332HCID 68469332, compoundYield 79.6%

Procedure

To 26.7 g (0.11 mol, 1.0 eq.) of 4-pentyloxy-2,3-dimethylpyridine-N-oxide, 44.0 g (0.43 mol, 4.0 eq.) of acetic anhydride was added, and the mixture was allowed to react for 7 hours at 90 to 100° C. Acetic anhydride was distilled off, and then the resulting concentrated residue was purified on a silica gel column, to obtain 22.0 g of 4-pentyloxy-2-acetoxymethyl-3-methylpyridine as an oily matter (yield 79.6%).

Workup

  1. customto react for 7 hours at 90 to 100° C
  2. distillationAcetic anhydride was distilled off
  3. customthe resulting concentrated residue was purified on a silica gel column

Sources & evidence

ORD record
ord-9cb227db58cf493189b6ea9d7491e21b
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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