Hydrochloric Acid → HCID 54439794, compound

HRID 1657022Notes

Reaction equation

HRID 1657022 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH:3]=1.[Cl-].[Cl-].[Cl-].[Al+3].[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][C:15]=1[N+:23]([O-:25])=[O:24].Cl>>[Cl:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=2[F:8])=[O:19])=[CH:16][C:15]=1[N+:23]([O-:25])=[O:24]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 97411,3-DifluorobenzeneHCID 1234774-Chloro-3-nitrobenzoyl chlorideHCID 6451240Aluminum(III) Chloride2×

Product 1

HCID 54439794HCID 54439794, compoundYield 87.4%

Procedure

To a stirred mixture of 465 parts of 1,3-difluorobenzene and 133.3 parts of aluminum trichloride was added dropwise a mixture of 110.1 parts of 4-chloro-3-nitro-benzoyl chloride and 116 parts of aluminum trichloride at 70° C. After stirring for 2 hours at reflux temperature, the reaction mixture was poured into ice-water. There were added 127 parts of hydrochloric acid and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was stirred in 2,2'-oxybispropane. The product was filtered off and dried, yielding 130 parts (87.4%) of (4-chloro-3-nitrophenyl) (2,4-difluorophenyl)methanone; mp. 90.5° C.(interm. 1).

Workup

  1. additionwas added dropwise
  2. temperatureat reflux temperature
  3. extractionthe product was extracted with trichloromethane
  4. customThe extract was dried
  5. filtrationfiltered
  6. customevaporated
  7. stirringThe residue was stirred in 2,2'-oxybispropane
  8. filtrationThe product was filtered off
  9. customdried

Sources & evidence

ORD record
ord-d7f5a5a736714c1fa9309392f9d8dd78
Source dataset
uspto-grants-1993_10
Patent number
US05256681

Reaction notes

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