Bromine → HCID 14125892, compound

HRID 1761890Notes

Reaction equation

HRID 1761890 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([CH2:15][CH2:16][CH2:17][Cl:18])=[O:14])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:19]Br>C(O)(=O)C>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([CH:15]([Br:19])[CH2:16][CH2:17][Cl:18])=[O:14])=[CH:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 122875581-Butanone, 1-[1,1'-biphenyl]-4-yl-4-chloro-

Product 1

HCID 14125892HCID 14125892, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

246 g (0.95 mol) of 3-chloropropyl 4-phenylphenyl ketone in 380 ml of glacial acetic acid were placed in a reaction flask and 152 g (0.95 mol) of bromine were added dropwise at 30° C., the reaction commencing with dissolution and decolorization. After 1 hour, a thick precipitate deposited. The mixture was stirred for a further 4 hours at room temperature in order to complete the reaction. The crystals produced were filtered off under suction, washed with water, dissolved in dichloromethane, washed by shaking with NaHCO3 solution and water and dried, and 250 g (78% of theory) of the title substance were obtained as colorless crystals of melting point 85°-88° C.

Workup

  1. dissolutionthe reaction commencing with dissolution and decolorization
  2. customthe reaction
  3. customThe crystals produced
  4. filtrationwere filtered off under suction
  5. washwashed with water
  6. dissolutiondissolved in dichloromethane
  7. washwashed
  8. stirringby shaking with NaHCO3 solution and water
  9. customdried
  10. custom250 g (78% of theory) of the title substance were obtained as colorless crystals of melting point 85°-88° C.

Sources & evidence

ORD record
ord-8667b01de8eb4dc28a469c06b315aa42
Source dataset
uspto-grants-1989_05
Patent number
US04829075

Reaction notes

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