Thionyl Chloride → 3-Bromo-6-(phenylthio)-benzyl chloride

HRID 435693Notes

Reaction equation

HRID 435693 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:7]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:9]=1)[CH2:5]O.S(Cl)([Cl:19])=O>C1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:7]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:9]=1)[CH2:5][Cl:19]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 542616233-Bromo-6-(phenylthio)-benzyl alcohol

Product 1

HCID 214560373-Bromo-6-(phenylthio)-benzyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

445 g of 3-bromo-6-(phenylthio)-benzyl alcohol are dissolved in 800 ml of benzene and heated under reflux. 165 ml of thionyl chloride are added dropwise thereto and the mixture is boiled for a further 90 minutes. After evaporation of the solvent, there is obtained 3-bromo-6-(phenylthio)-benzyl chloride as a brown oil.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-f4650300d9c445579bf5b86af562d472
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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