Benzene → Benzophenone

HRID 1622033Notes

Reaction equation

HRID 1622033 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:11](Cl)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[C:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:18])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 7412Benzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 3102Benzophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

38.3 g (277.4 mmol) of the benzene compound represented by the above formula (8) was added dropwise to a dichloromethane solution (400 ml) containing 38.8 g (291.2 mmol) of aluminum chloride and 40.9 g (291.2 mmol) of benzoyl chloride cooled to 0° C. After addition, the resulting mixture was stirred for 2 hours. After a reaction, the reaction product was washed with water, the solvent was removed, and the obtained product was purified by column chromatography to obtain a benzophenone derivative represented by the following formula (19) as 41.0 g (169.2 mmol, yield of 61%) of a white solid.

Workup

  1. additionAfter addition
  2. customAfter a reaction
  3. washthe reaction product was washed with water
  4. customthe solvent was removed
  5. customthe obtained product was purified by column chromatography

Sources & evidence

ORD record
ord-bda36353e34346609a35a50745a01bb4
Source dataset
uspto-grants-2014_07
Patent number
US08778236B2

Reaction notes

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