Water → Ethyl diphenylacetate

HRID 724827Notes

Reaction equation

HRID 724827 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1(C)C=CC=C[CH:18]=1.OS(O)(=O)=O.O>CCO.CCOC(C)=O>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([O:10][CH2:17][CH3:18])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

7

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 1140TolueneHCID 8333Diphenylacetic Acid

Product 1

HCID 226748Ethyl diphenylacetate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of diphenylacetic acid (20 g, 0.094 mol) in EtOH (70 mL), was added toluene (70 mL). Next, H2SO4 (3 mL) was added dropwise and the reaction mixture was refluxed for 18 h. Then, H2O and EtOAc were added, the layers were separated, and the organic phase was washed with saturated NaHCO3 solution (3×), dried and concentrated to a white solid (23.2 g), which was directly used in the next step as obtained.

Workup

  1. temperaturethe reaction mixture was refluxed for 18 h
  2. customthe layers were separated
  3. washthe organic phase was washed with saturated NaHCO3 solution (3×)
  4. customdried
  5. concentrationconcentrated to a white solid (23.2 g), which
  6. customas obtained

Sources & evidence

ORD record
ord-ba62bf51fe22419998cde0dac4b72ec2
Source dataset
uspto-grants-1998_01
Patent number
US05705504

Reaction notes

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