Acetic Anhydride → HCID 68468233, compound

HRID 1623596Notes

Reaction equation

HRID 1623596 reaction equation
[CH2:1]([O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH3:17])[C:12]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:19]([O:22]C(=O)C)(=[O:21])[CH3:20]>>[CH2:1]([O:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][O:22][C:19](=[O:21])[CH3:20])[C:12]=1[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 68467132HCID 68467132, compound

Product 1

HCID 68468233HCID 68468233, compoundYield 54.3%

Procedure

To 41.4 g (0.1 mol, 1.0 eq.) of 4-nonyloxy-2,3-dimethylpyridine, 40.8 g (0.4 mol, 4.0 eq.) of acetic anhydride was added, and the mixture was allowed to react for 7 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 16.7 g of 4-nonyloxy-2-acetoxymethyl-3-methylpyridine as a black brown oily matter (total yield of two processes 54.4%).

Workup

  1. customto react for 7 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-4fff4454775147419723f41929d774fb
Source dataset
uspto-grants-2014_07
Patent number
US08778975B2

Reaction notes

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