Thionyl Chloride → Benzene, (chloromethyl)phenoxy-

HRID 128221Notes

Reaction equation

HRID 128221 reaction equation
[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH2:10]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:18])=O>C1C=CC=CC=1>[O:1]([C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH2:10][Cl:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 36601112-Phenoxybenzyl alcohol

Product 1

HCID 169302Benzene, (chloromethyl)phenoxy-Yield 109.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into a three-necked 500 ml round-bottom flask are charged 25 g (0.125 mole) of o-phenoxy benzyl alcohol and 200 ml of benzene. To this solution is added 18 g (0.15 mole) of thionyl chloride dropwise with stirring. The reaction mixture is then heated to reflux for four hours. Solvent and excess thionyl chloride are removed under vacuum to give 30 g of product.

Workup

  1. temperatureThe reaction mixture is then heated
  2. temperatureto reflux for four hours
  3. customSolvent and excess thionyl chloride are removed under vacuum

Sources & evidence

ORD record
ord-f2788e67053f4a6f8e6e254806282b82
Source dataset
uspto-grants-1981_03
Patent number
US04259339

Reaction notes

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