Acetic Anhydride → (6-Methylpyridin-3-yl)methyl acetate

HRID 1856034Notes

Reaction equation

HRID 1856034 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][N:3]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>N1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10](=[O:12])[CH3:11])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 11228788(6-Methylpyridin-3-yl)methanol

Product 1

HCID 20263926(6-Methylpyridin-3-yl)methyl acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Methyl-5-hydroxymethylpyridine (0.1 mole) is stirred in pyridine (50 ml.) with acetic anhydride (0.15 mole) at room temperature overnight. The mixture is concentrated to dryness, and the residue is dissolved in 70 ml. of water and extracted with 3×25 ml. of chloroform. After drying over magnesium sulfate, the chloroform is concentrated to dryness to give 2-methyl-5-acetoxymethylpyridine.

Workup

  1. concentrationThe mixture is concentrated to dryness
  2. dissolutionthe residue is dissolved in 70 ml
  3. extractionof water and extracted with 3×25 ml
  4. dry with materialAfter drying over magnesium sulfate
  5. concentrationthe chloroform is concentrated to dryness

Sources & evidence

ORD record
ord-9032978f88c2459a90ffc693ad6dc9c8
Source dataset
uspto-grants-1980_08
Patent number
US04217352

Reaction notes

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