Thionyl Chloride → HCID 53703120, compound

HRID 1731165Notes

Reaction equation

HRID 1731165 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[C:9]([CH3:20])=[C:10]([CH2:14][CH2:15][CH2:16][C:17](O)=[O:18])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.S(Cl)([Cl:25])=O>>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([C:8]2[C:9]([CH3:20])=[C:10]([CH2:14][CH2:15][CH2:16][C:17]([Cl:25])=[O:18])[CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1910664-(2-Methyl-3-(4-chlorobenzoyl)phenyl)butanoic acid

Product 1

HCID 53703120HCID 53703120, compound

Procedure

A mixture of 8 g of 4-(3'-p-chlorobenzoyl-2'-methylphenyl)-butyric acid (Example V) and 80 ml of thionyl chloride was refluxed for 45 minutes and after removal of excess thionyl chloride under reduced pressure, 60 ml of benzene were added thereto. The traces of thionyl chloride were removed by entrainment with benzene. This operation was repeated 3 times. The residue was taken up in tetra-hydrofuran to obtain a solution of 4-(3'-p-chlorobenzoyl-2'-methyl-phenyl)-butyric acid chloride which was used as is for the next step.

Workup

  1. temperaturewas refluxed for 45 minutes
  2. customafter removal of excess thionyl chloride under reduced pressure, 60 ml of benzene
  3. additionwere added
  4. customThe traces of thionyl chloride were removed by entrainment with benzene

Sources & evidence

ORD record
ord-ca47c8853acb4e5fb2ad2d9f6644718c
Source dataset
uspto-grants-1976_11
Patent number
US03995056

Reaction notes

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