Thiophenol → HCID 13048712, compound

HRID 1701999Notes

Reaction equation

HRID 1701999 reaction equation
[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH:4]=[CH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8].[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[Cl:1][C:2]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:3]=1[CH:4]([S:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 7969ThiophenolHCID 5148256HCID 5148256, compound

Product 1

HCID 13048712HCID 13048712, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 25.7 g of 2,4-dichlorobenzalpinacolone, Triton-B (4 drops) and 300 ml of ethanol was heated to 50°-60° C. Thiophenol (12.1 g) was added dropwise to the mixture and refluxed for 6 hours. The reaction mixture was concentrated, ice water was added thereto, and extracted with ether. After the removal of the ether by distillation, the oil residue was treated with n-hexane, and the resulted crystals were dried to give 30 g of the captioned compound. m.p. 79°-80° C.

Workup

  1. temperaturewas heated to 50°-60° C
  2. temperaturerefluxed for 6 hours
  3. concentrationThe reaction mixture was concentrated
  4. additionice water was added
  5. extractionextracted with ether
  6. customAfter the removal of the ether
  7. distillationby distillation
  8. additionthe oil residue was treated with n-hexane
  9. customthe resulted crystals were dried

Sources & evidence

ORD record
ord-a3d8bfd966144d5f9f7ad23c84e16dda
Source dataset
uspto-grants-1983_04
Patent number
US04379921

Reaction notes

Loading…