Acetic Anhydride → HCID 20263934, compound

HRID 614409Notes

Reaction equation

HRID 614409 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[C:5]([CH2:10][OH:11])=[CH:4][N:3]=1.[C:12](OC(=O)C)(=[O:14])[CH3:13]>N1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][C:12](=[O:14])[CH3:13])[C:5]([CH2:10][OH:11])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 5851393,4-Pyridinedimethanol, 6-methyl-

Product 1

HCID 20263934HCID 20263934, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Methyl-4,5-di(hydroxymethyl)pyridine (0.1 mole) is stirred in pyridine (50 ml.) with acetic anhydride (0.1 mole) at room temperature overnight. The pyridine is evaporated and the residue is dissolved in 10 ml. water and extracted with 2 × 30 ml. of chloroform. After drying over magnesium sulfate, the chloroform is evaporated and the residue is chromatographed on a silica gel column using benzene-ethanol as eluate. By this procedure is obtained:

Workup

  1. customThe pyridine is evaporated
  2. dissolutionthe residue is dissolved in 10 ml
  3. extractionwater and extracted with 2 × 30 ml
  4. dry with materialAfter drying over magnesium sulfate
  5. customthe chloroform is evaporated
  6. customthe residue is chromatographed on a silica gel column
  7. customBy this procedure is obtained

Sources & evidence

ORD record
ord-74094b9f020f4fac8794a1fbf07e4097
Source dataset
uspto-grants-1979_03
Patent number
US04144342

Reaction notes

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