Acetic Anhydride → HCID 20263934, compound

HRID 464072Notes

Reaction equation

HRID 464072 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-49944ffa31ea432697f12a5908726091
Source dataset
uspto-grants-1985_10
Patent number
US04546106

Reaction notes

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