Thionyl Chloride → HCID 178521145, compound

HRID 1981249Notes

Reaction equation

HRID 1981249 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([C:14]([Cl:19])=[O:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178525693HCID 178525693, compound

Product 1

HCID 178521145HCID 178521145, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Then, trans-4-(p-chlorophenyl)cyclohexane carboxylic acid (160 g, 0.67 mole) was stirred together with 100 ml of thionyl chloride and 500 ml of carbon tetrachloride at a reflux temperature for one day and a night. Then the solvent was distilled off by an evaporator. The residue was distilled under reduced pressure, whereby trans-4-(p-chlorophenyl)cyclohexane carboxylic acid chloride was obtained as a yellow liquid. The amount was 152 g, the yield was 88%, and the boiling point was 144° C./0.3 mmHg.

Workup

  1. distillationThen the solvent was distilled off by an evaporator
  2. distillationThe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-d2784be6e29c454494ea1aec52182165
Source dataset
uspto-grants-1985_04
Patent number
US04514044

Reaction notes

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