Acetic Acid → HCID 10856923, compound

HRID 1633801Notes

Reaction equation

HRID 1633801 reaction equation
C(O)(=[O:3])C.S(=O)(=O)(O)O.O.[C:11]([C:13]([NH:18][C:19](=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH3:17])[CH:14]([CH3:16])[CH3:15])#N>C(OCC)(=O)C>[C:20]1([C:19]2[O:26][C:11](=[O:3])[C:13]([CH:14]([CH3:16])[CH3:15])([CH3:17])[N:18]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962Water2×HCID 1118Sulfuric AcidHCID 11458594HCID 11458594, compound

Product 1

HCID 10856923HCID 10856923, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

40 ml of glacial acetic acid, 3.92 g (0.038 mole) of concentrated sulfuric acid and 0.36 g (0.02 mole) of water were added to 8.6 g (0.04 mole) of N-(1-cyano-1,2-dimethylpropyl)benzamide. The mixture was stirred at 80° C. for 2 hours to give rise to a reaction. After the completion of the reaction, the reaction mixture was cooled. Thereto were added 100 ml of water and 100 ml of ethyl acetate for layer separation. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium chloride solution, and concentrated to obtain 7.2 g (0.033 mole) of 2-phenyl-4-isopropyl-4-methyl-1,3-oxazol-5-one (yield=83%).

Workup

  1. customto give rise
  2. customto a reaction
  3. customAfter the completion of the reaction
  4. temperaturethe reaction mixture was cooled
  5. customfor layer separation
  6. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
  7. concentrationa saturated aqueous sodium chloride solution, and concentrated

Sources & evidence

ORD record
ord-6d2b43106edf4a1883f9d93e500b9a5b
Source dataset
uspto-grants-2003_01
Patent number
US06504046B1

Reaction notes

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