Trifluoroacetic acid → 5-Chloro-2-(methylsulfanyl)-1-benzofuran-3(2H)-one

HRID 596905Notes

Reaction equation

HRID 596905 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:14])=[C:6]([C:8](=[O:13])[CH2:9][S:10]([CH3:12])=O)[CH:7]=1.FC(F)(F)C(O)=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][CH:9]([S:10][CH3:12])[C:8](=[O:13])[C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 218282501-(5-Chloro-2-hydroxyphenyl)-2-(methanesulfinyl)ethan-1-one

Product 1

HCID 214145205-Chloro-2-(methylsulfanyl)-1-benzofuran-3(2H)-one

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5-Chloro-2-hydroxy-1-[(methylsulfinyl)acetyl]benzene (6.0 g) and trifluoroacetic acid (6 g) are refluxed in benzene (50 ml) for one hour under nitrogen. The solvent is removed under reduced pressure to give a yellow oil, which crystallizes on standing. Recrystallization from ethanol gives white crystals. (3.0 g 54%) m.p. 76°-78° C.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customto give a yellow oil, which
  3. customcrystallizes
  4. customRecrystallization from ethanol
  5. customgives white crystals

Sources & evidence

ORD record
ord-ba608b646d1049cbb2ebcba62c334e9e
Source dataset
uspto-grants-1977_03
Patent number
US04012422

Reaction notes

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