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

HRID 435665Notes

Reaction equation

HRID 435665 reaction equation
[CH3:1][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>[CH3:1][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 12539099HCID 12539099, compound

Product 1

HCID 125391003-Methyl-6-(phenylthio)-benzyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

570.7 g of 3-methyl-6-(phenylthio)-benzyl alcohol are dissolved in 1.5 litres of benzene and heated under reflux. There are added dropwise thereto within 45 minutes 352 ml of thionyl chloride and the mixture is boiled for a further 90 minutes. Then the mixture is concentrated under reduced pressure and there is obtained 3-methyl-6-(phenylthio)-benzyl chloride as a red-brown oil.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. additionThere are added dropwise
  4. concentrationThen the mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-5c9ac29b07614bd8afa424a4ace031fa
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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