Chlorobenzene → HCID 53824478, compound

HRID 344256Notes

Reaction equation

HRID 344256 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8](Cl)=[O:9].[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-]>O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([C:15]1[CH:16]=[CH:17][C:12]([Cl:11])=[CH:13][CH:14]=1)=[O:9]

Participants

5

Reactant 3

HCID 7964ChlorobenzeneHCID 6451240Aluminum(III) ChlorideHCID 11368152HCID 11368152, compound

Product 1

HCID 53824478HCID 53824478, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-Bromoheptanoyl chloride (3.2 g) was added to chlorobenzene (30 ml), and aluminum chloride (1.6 g) was added under ice-cooling, which was followed by stirring for 3 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give 2.2 g of 7-bromo-1-(4-chlorophenyl)-1-heptanone.

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. customdried
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-b6e111fab03a47f0b8cdef560e5148ef
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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