Benzhydrol → Butanoic acid, 3-oxo-, diphenylmethyl ester

HRID 2287244Notes

Reaction equation

HRID 2287244 reaction equation
[CH:1]([OH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](OCC)(=[O:20])[CH2:16][C:17]([CH3:19])=[O:18]>C(O)C>[C:15]([O:14][CH:1]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:20])[CH2:16][C:17]([CH3:19])=[O:18]

Participants

4

Reactant 2

HCID 7037BenzhydrolHCID 8868Ethyl Acetoacetate

Product 1

HCID 11149843Butanoic acid, 3-oxo-, diphenylmethyl esterYield 39.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Benzhydrol (20 g, 0.1087 mole) and ethyl acetoacetate (13 g, 0.1 mole) were heated together to 170° and the ethanol so formed removed by distillation. Fractional distillation at 1.0 mm Hg yielded 10.5 g, 39% of benzhydryl acetoacetate as a colourless liquid which later solidified, melting point 44°-54°.

Workup

  1. customremoved by distillation
  2. distillationFractional distillation at 1.0 mm Hg

Sources & evidence

ORD record
ord-788d8559cb9c436ca27d0b8d8a5f4b6a
Source dataset
uspto-grants-1981_05
Patent number
US04270004

Reaction notes

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