Ethanol → HCID 15839201, compound

HRID 2119428Notes

Reaction equation

HRID 2119428 reaction equation
[OH:1][CH:2]([C:6]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:7])[C:3](N)=[O:4].[CH2:20]([OH:22])[CH3:21]>O>[OH:1][CH:2]([C:6]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:7])[C:3]([O:22][CH2:20][CH3:21])=[O:4]

Participants

4

Reactant 2

HCID 702EthanolHCID 15839202HCID 15839202, compound

Product 1

HCID 15839201HCID 15839201, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.15 g (8.4 mmol) of 2-hydroxy-3,3-diphenylbutyramide were dissolved in 15 ml of ethanol, 15 ml of conc. HCI were added and the mixture was refluxed for 40 hours. The solvent was stripped off under reduced pressure, and the residue was taken up in water. The aqueous phase was extracted three times with ethyl acetate, and the combined organic phases were washed twice with 10% strength sodium hydroxide solution. Drying with MgSO4 and stripping off the solvent under reduced pressure resulted in 1.75 g (73%) of ethyl 2-hydroxy-3,3-diphenylbutyrate.

Workup

  1. addition15 ml of conc. HCI were added
  2. temperaturethe mixture was refluxed for 40 hours
  3. extractionThe aqueous phase was extracted three times with ethyl acetate
  4. washthe combined organic phases were washed twice with 10% strength sodium hydroxide solution
  5. dry with materialDrying with MgSO4
  6. customresulted in 1.75 g (73%) of ethyl 2-hydroxy-3,3-diphenylbutyrate

Sources & evidence

ORD record
ord-814c512e81664f438b7093d9be2d38d5
Source dataset
uspto-grants-2004_02
Patent number
US06686369B1

Reaction notes

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