Peracetic Acid → HCID 54730448, compound

HRID 1579599Notes

Reaction equation

HRID 1579599 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][S:6][C:7]1[C:8](=[O:15])[O:9][C:10]([CH3:14])=[CH:11][C:12]=1[OH:13].C(OO)(=[O:22])C>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][S:6]([C:7]1[C:8](=[O:15])[O:9][C:10]([CH3:14])=[CH:11][C:12]=1[OH:13])=[O:22]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 54727710HCID 54727710, compound

Product 1

HCID 54730448HCID 54730448, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-(3,4-Dichlorobenzylthio)-4-hydroxy-6-methyl-2-pyrone (12.0 g., 0.037 mole) and 40% peroxyacetic acid (7.2 g., 0.0378 mole) were dissolved in glacial acetic acid (200 ml.). After a day there was no peroxide left and a solid had crystallized. The mixture was diluted with water and extracted with methylene chloride. The extract was dried (MgSO4) and evaporated to dryness leaving 11.9 g. (95 percent) of an off-white solid. Recrystallization from benzene gave the pure product as a white solid, m.p. 144°-146°C.

Workup

  1. waitAfter a day there was
  2. customa solid had crystallized
  3. additionThe mixture was diluted with water
  4. extractionextracted with methylene chloride
  5. dry with materialThe extract was dried (MgSO4)
  6. customevaporated to dryness
  7. customleaving 11.9 g
  8. customRecrystallization from benzene

Sources & evidence

ORD record
ord-3879a23dceae477dac6d873929e716ee
Source dataset
uspto-grants-1976_01
Patent number
US03931235

Reaction notes

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