Benzoyl chloride → Benzophenone

HRID 1404821Notes

Reaction equation

HRID 1404821 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1OCCC.[Cl-].[Al+3].[Cl-].[Cl-].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCl>[C:16]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 179525341-bromo-2-propoxybenzene

Product 1

HCID 3102Benzophenone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

69.7 g (324.2 mmol) of 1-bromo-2-propoxybenzene was added dropwise to a dichloromethane (350 ml) solution containing 51.8 g (388.6 mmol) of aluminum chloride and 45.6 g (324.3 mmol) of benzoyl chloride which was cooled to 0° C. After addition, the resulting solution 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 (40) as 67.3 g (210.7 mmol, yield of 65%) 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-9926d0e570904e2fae3734196513106c
Source dataset
uspto-grants-2014_12
Patent number
US08916071B2

Reaction notes

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