Trifluoroacetic acid → 3(2H)-Benzofuranone, 2-(methylthio)-

HRID 596904Notes

Reaction equation

HRID 596904 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:13])[CH2:9][S:10]([CH3:12])=O.FC(F)(F)C(O)=O>C1C=CC=CC=1>[CH3:12][S:10][CH:9]1[C:8](=[O:13])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[O:1]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 578088HCID 578088, compound

Product 1

HCID 122539743(2H)-Benzofuranone, 2-(methylthio)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2-Hydroxy-1-[(methylsulfinyl) acetyl]benzene (1.5 g 0.0075m) and trifluoroacetic acid (1.5 g) are refluxed in benzene (25 ml) for one hour under nitrogen. The solvent is removed under reduced pressure to give a pale yellow oil which crystallizes on standing. Recrystallization from ethanol gave white crystals, (0.611 g 45%), m.p. 81°-82° C.

Workup

  1. customThe solvent is removed under reduced pressure
  2. customto give a pale yellow oil which
  3. customcrystallizes
  4. customRecrystallization from ethanol
  5. customgave white crystals, (0.611 g 45%), m.p. 81°-82° C.

Sources & evidence

ORD record
ord-7fd3f2e8b2a947d2b73a4b6e5bcb88db
Source dataset
uspto-grants-1977_03
Patent number
US04012422

Reaction notes

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