Benzene → HCID 53970833, compound

HRID 344250Notes

Reaction equation

HRID 344250 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12](Cl)=[O:13].Cl.[CH:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[Br:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]

Participants

5

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 11368152HCID 11368152, compound

Product 1

HCID 53970833HCID 53970833, compound

Procedure

Aluminum chloride (1.23 g) was added to a solution of 7-bromoheptanoyl chloride (2 g) in benzene (20 ml) under ice-cooling, which was followed by stirring at room temperature for 1 hr. Ice water and conc. hydrochloric acid were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography to give 0.93 g of 7-bromo-1-phenyl-1-heptanone.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. customdried
  5. customthe solvent was evaporated
  6. customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-38399441192a4c3dbef1785526f6548b
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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