Thionyl Chloride → HCID 12994203, compound

HRID 1581445Notes

Reaction equation

HRID 1581445 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([OH:19])=O)=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].S(Cl)([Cl:22])=O>>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([Cl:22])=[O:19])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 6118364'-Acetoxy-biphenyl-4-carboxylic acid

Product 1

HCID 12994203HCID 12994203, compoundYield 498%

Conditions

Temperature
79 °C

Procedure

59.8 g (233.4 mmol) of 4′-acetoxybiphenyl-4-carboxylic acid and 278 g (2.33 mol) of purified thionyl chloride were placed in a reactor and refluxed under heat (79° C.) for 4 hours. Thionyl chloride was distilled off under atmospheric pressure, 150 ml of toluene was added, and toluene and thionyl chloride were distilled off under reduced pressure, to give 63 g of an end compound (yield498%).

Workup

  1. temperaturerefluxed
  2. distillationThionyl chloride was distilled off under atmospheric pressure, 150 ml of toluene
  3. additionwas added
  4. distillationtoluene and thionyl chloride were distilled off under reduced pressure

Sources & evidence

ORD record
ord-a4e2c04a586c45a7b3426e8ba20c856f
Source dataset
uspto-grants-2004_05
Patent number
US06730371B2

Reaction notes

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