Benzoyl chloride → Benzophenone

HRID 1404820Notes

Reaction equation

HRID 1404820 reaction equation
BrCS[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>ClCCl>[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:21])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 1501913HCID 1501913, compoundHCID 6451240Aluminum(III) Chloride

Product 1

HCID 3102Benzophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

51.3 g (300 mmol) of m-bromomethylthiobenzene was added dropwise to a dichloromethane (350 ml) solution containing 47.9 g (359.6 mmol) of aluminum chloride and 42.4 g (300 mmol) of benzoyl chloride which was cooled to 0° C. After addition, the resulting mixture was stirred for 2 hours. After a reaction, the reaction solution 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 (35) as 58.1 g (189 mmol, yield of 63%) of a yellow solid.

Workup

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

Sources & evidence

ORD record
ord-b9e756134d584a888fe508ce71727132
Source dataset
uspto-grants-2014_12
Patent number
US08916071B2

Reaction notes

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