4-Nitrobenzoyl chloride → Methanone, (4-nitrophenyl)phenyl-

HRID 223288Notes

Reaction equation

HRID 223288 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](=[O:9])[C:4]2[CH:12]=[CH:11][CH:7]=[CH:6][CH:5]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 85024-Nitrobenzoyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 70839Methanone, (4-nitrophenyl)phenyl-Yield 182.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A total of 55.7 grams of p-nitrobenzoyl chloride was dissolved in 225 milliliters of benzene and, while stirring, 65 grams of anhydrous aluminum chloride was added thereto over a period of 40 minutes, all of which was done under a nitrogen atmosphere. After addition was completed, the mixture was stirred for 30 minutes on a steam bath and then poured over ice. Extraction of the resulting product with methylene chloride, followed by washing the organic layer with water, drying with anhydrous magnesium sulfate and filtering, resulted in the recovery of 62.2 grams of p-nitrobenzophenone.

Workup

  1. additionAfter addition
  2. stirringthe mixture was stirred for 30 minutes on a steam bath
  3. additionpoured over ice
  4. extractionExtraction of the resulting product with methylene chloride
  5. washby washing the organic layer with water
  6. dry with materialdrying with anhydrous magnesium sulfate
  7. filtrationfiltering

Sources & evidence

ORD record
ord-3fb64bd2a90f493bbd3ed8da84044d07
Source dataset
uspto-grants-1982_10
Patent number
US04352942

Reaction notes

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