Thionyl Chloride → 3-(4-Chlorobenzoyl)-benzeneacetic acid chloride

HRID 26011Notes

Reaction equation

HRID 26011 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:14][C:15](O)=[O:16])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:22])=O>>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:9]=[C:10]([CH2:14][C:15]([Cl:22])=[O:16])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21325993HCID 21325993, compound

Product 1

HCID 542455913-(4-Chlorobenzoyl)-benzeneacetic acid chloride

Procedure

A solution of 8.235 g of 3-(4-chlorobenzoyl)-benzeneacetic acid in 20 ml of thionyl chloride was heated to reflux and then excess thionyl chloride was removed under reduced pressure. The residue was dissolved in benzene and the solution was evaporated to dryness under reduced pressure. The residue was dissolved in 50ml of anhydrous benzene to obtain a solution of 3-(4-chlorobenzoyl)-benzeneacetic acid chloride which was used as is for the next step.

Workup

  1. temperatureto reflux
  2. customexcess thionyl chloride was removed under reduced pressure
  3. dissolutionThe residue was dissolved in benzene
  4. customthe solution was evaporated to dryness under reduced pressure
  5. dissolutionThe residue was dissolved in 50ml of anhydrous benzene

Sources & evidence

ORD record
ord-1572626765a34942858df12b8e663df9
Source dataset
uspto-grants-1979_04
Patent number
US04147790

Reaction notes

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