HCID 19081194, compound → HCID 19081152, compound

HRID 963496Notes

Reaction equation

HRID 963496 reaction equation
C([O:4][CH2:5][C:6]1[C:11]([C:12](=[O:14])[CH3:13])=[CH:10][CH:9]=[CH:8][N:7]=1)(=O)C>Cl>[C:12]([C:11]1[C:6]([CH2:5][OH:4])=[N:7][CH:8]=[CH:9][CH:10]=1)(=[O:14])[CH3:13]

Participants

3

Reactant 1

HCID 19081194HCID 19081194, compound

Product 1

HCID 19081152HCID 19081152, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-acetoxymethyl-3-acetylpyridine (1.03 g) and 6N aqueous hydrochloric acid (30 ml) was heated for 3 hours at ca. 100° C. After cooling to room temperature, the mixture was concentrated in vacuo. The residue was taken up with saturated sodium carbonate aqueous solution and extracted with chloroform. The extract was dried over sodium sulfate, filtered and concentrated in vacuo to give 3-acetyl-2-hydroxymethylpyridine (0.81 g) as a brown oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated in vacuo
  3. extractionextracted with chloroform
  4. dry with materialThe extract was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dfbfe420511848a5bbbc75b90fa9e283
Source dataset
uspto-grants-1998_06
Patent number
US05763437

Reaction notes

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