Einecs 211-027-4 → 1-Butyl-5,6-dimethyl-3-hydroxy-2-pyridone

HRID 416547Notes

Reaction equation

HRID 416547 reaction equation
[Cl-].[NH+]1C=CC=CC=1.[CH2:8]([N:12]1[C:17]([CH3:18])=[C:16]([CH3:19])[CH:15]=[C:14]([O:20]C)[C:13]1=[O:22])[CH2:9][CH2:10][CH3:11]>C(OCC)C>[CH2:8]([N:12]1[C:17]([CH3:18])=[C:16]([CH3:19])[CH:15]=[C:14]([OH:20])[C:13]1=[O:22])[CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 69401Einecs 211-027-4HCID 222665381-Butyl-5,6-dimethyl-3-methoxy-2-pyridone

Product 1

HCID 222665251-Butyl-5,6-dimethyl-3-hydroxy-2-pyridoneYield 81.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
200 °C

Procedure

Pyridinium chloride (293 mg) was added to 1-butyl-5,6-dimethyl-3-methoxy-2-pyridone (1-004-07) (124 mg), and the reaction mixture was heated with stirring in an oil bath at 200° C. under nitrogen atmosphere. After 30 min, the reaction mixture was dissolved in diethyl ether and water, extracted twice with diethyl ether, washed once with water, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 1-butyl-5,6-dimethyl-3-hydroxy-2-pyridone (1-004-08) (94 mg, 81%, m.p.: 112-116° C.)

Workup

  1. temperaturethe reaction mixture was heated
  2. extractionwater, extracted twice with diethyl ether
  3. washwashed once with water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-bb51cadf374c45c693b83a7fca79fbd8
Source dataset
uspto-grants-2012_01
Patent number
US08088924B2

Reaction notes

Loading…