Anisole → HCID 43805071, compound

HRID 342204Notes

Reaction equation

HRID 342204 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Br:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[C:8]([Cl:15])[CH:7]=1.[C:16]1([O:22][CH3:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>[N+](C1C=CC=CC=1)([O-])=O>[Br:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([C:19]2[CH:20]=[CH:21][C:16]([O:22][CH3:23])=[CH:17][CH:18]=2)=[O:11])=[C:8]([Cl:15])[CH:7]=1

Participants

5

Reactant 3

HCID 7519AnisoleHCID 6451240Aluminum(III) ChlorideHCID 155922074-Bromo-2-chlorobenzoyl chloride

Product 1

HCID 43805071HCID 43805071, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent2×

Procedure

7.2 g of aluminium chloride are added to 80 ml of nitrobenzene at 5° C. and a solution of 8 g of 4-bromo-2-chloro-benzoyl chloride in 20 ml of nitrobenzene is added dropwise in such a manner that the temperature does not exceed 10° C. After stirring and adding 3.26 ml of anisole the reaction mixture is warmed to room temperature, stirred and subsequently poured on to ice-water and extracted with methylene chloride. The extracts are washed with saturated sodium chloride solution, dried and evaporated. There are obtained 10.0 g of (4-bromo-2-chloro-phenyl)-(4-methoxy-phenyl)-methanone, MS: m/e 324 (M+H+, 1 Br).

Workup

  1. customdoes not exceed 10° C
  2. stirringstirred
  3. extractionextracted with methylene chloride
  4. washThe extracts are washed with saturated sodium chloride solution
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-b88e828f32f24795b1aba68c446e080f
Source dataset
uspto-grants-1999_01
Patent number
US05856503

Reaction notes

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