1,3-Dichlorobenzene → 1-Bromo-2,4-dichlorobenzene

HRID 1390244Notes

Reaction equation

HRID 1390244 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[CH:3]=1.[Br:9]Br.[OH-].[Na+]>O>[Br:9][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[Cl:8]

Participants

5

Procedure

In a 1,000 ml four necked flask equipped with a reflux condenser, a dropping funnel, a thermometer and a stirrer, 588 g (4 mole) of metadichlorobenzene and 8 g of ferric chloride were charged, and 640 g (4 mole) of bromine was added dropwise to the mixture at room temperature with stirring. The reaction was carried out for about 3 hours. After the reaction, the reaction mixture was poured into water and it was neutralized with sodium hydroxide. The reaction product was extracted with chloroform. The extract was washed with water and dried and was distilled under a reduced pressure to obtain 890 g of 1-bromo-2,4-dichlorobenzene (yield: 98.5%).

Workup

  1. customAfter the reaction
  2. extractionThe reaction product was extracted with chloroform
  3. washThe extract was washed with water
  4. customdried
  5. distillationwas distilled under a reduced pressure

Sources & evidence

ORD record
ord-10c3f4cfb5534ad596d0d5e75398a1dc
Source dataset
uspto-grants-1979_02
Patent number
US04138436

Reaction notes

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