Water → HCID 11312013, compound

HRID 992761Notes

Reaction equation

HRID 992761 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:20])[C:9]([NH:11][C:12]([CH3:19])([CH:16]([CH3:18])[CH3:17])[C:13]([OH:15])=[O:14])=O)=[CH:4][CH:3]=1.C(OC(=O)C)(=O)C.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:9]2[O:14][C:13](=[O:15])[C:12]([CH:16]([CH3:18])[CH3:17])([CH3:19])[N:11]=2)[CH3:20])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 111506632-[2-(4-Chlorophenyl)propanoylamino]-2,3-dimethylbutanoic acid

Product 1

HCID 11312013HCID 11312013, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3.7 g (12.5 mmol) of 2-[2-(4-chlorophenyl)-propanoylamino]-2,3-dimethylbutanoic acid was suspended in 50 ml of toluene. Thereto was added 2 g (19.6 mmol) of acetic anhydride. The mixture was refluxed with heating, to give rise to a reaction. The reaction was complete in 20 minutes. The reaction mixture was cooled to room temperature. 50 ml of water was added and phase separation was allowed to take place. The separated organic layer was washed with 30 ml of water and 30 ml of a saturated aqueous sodium bicarbonate solution, and then concentrated to obtain 3.2 g (yield=97%) of 2-[1-(4-chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one.

Workup

  1. temperatureThe mixture was refluxed
  2. temperaturewith heating
  3. customto give rise
  4. customto a reaction
  5. customphase separation
  6. washThe separated organic layer was washed with 30 ml of water and 30 ml of a saturated aqueous sodium bicarbonate solution
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-45273e5eb3d542f4ab7534d4a80c62a6
Source dataset
uspto-grants-2002_10
Patent number
US06469210B1

Reaction notes

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