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

HRID 461073Notes

Reaction equation

HRID 461073 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-989d7e89b83648e4ba8c0c50d02d1141
Source dataset
uspto-grants-1977_12
Patent number
US04061759

Reaction notes

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