Benzene → Benzophenone

HRID 1875285Notes

Reaction equation

HRID 1875285 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

55.1 g (324.2 mmol) of a benzene compound represented by the above formula (11) was added dropwise to a dichloromethane solution (350 ml) of 51.8 g (388.6 mmol) of aluminum chloride and 45.6 g (324.3 mmol) of benzoyl chloride cooled to 0° C. After the end of addition, they were stirred for 2 hours. After the reaction, the reaction solution was washed in water, the solvent was removed, and the obtained product was purified by column chromatography to obtain a benzophenone derivative represented by the following formula (22) as 63.1 g (230.4 mmol, yield rate of 71%) of a yellow solid.

Workup

  1. additionAfter the end of addition, they
  2. customAfter the reaction
  3. washthe reaction solution was washed in water
  4. customthe solvent was removed
  5. customthe obtained product was purified by column chromatography

Sources & evidence

ORD record
ord-5f67ae9aeea94aed8f6646b840dd2649
Source dataset
uspto-grants-2012_11
Patent number
US08308996B2

Reaction notes

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