Thionyl Chloride → p-Trifluoromethylbenzyl chloride

HRID 971440Notes

Reaction equation

HRID 971440 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]([F:16])([F:15])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13]O)=[CH:9][CH:8]=1>>[Cl:3][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([F:16])([F:15])[F:5])=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 676844-(Trifluoromethyl)benzenemethanol

Product 1

HCID 123096p-Trifluoromethylbenzyl chloride

Procedure

Thionyl chloride (15.0 g) was added to 4-(trifluoromethyl)benzenemethanol (15.0 g) over 30 min. The mixture was heated at reflux for 2 hr and then evaporated. The residue was distilled to afford the product as a colourless liquid b.p. 88°-92°/14 mm (11.0 g).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hr
  3. customevaporated
  4. distillationThe residue was distilled

Sources & evidence

ORD record
ord-d4f7dc5aee0e4cd29118328928ecf4d0
Source dataset
uspto-grants-1979_07
Patent number
US04160036

Reaction notes

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