Reaktion #6178

ord-aa19428af98a44e881b7ee2b0e2130c2

Reaktionsgleichung

O
water
O=S(=O)([O-])O[O-].[K+].[K+]
potassium peroxomonosulfate
O
water
CC(C)(C)CC(Cc1ccccc1)C(O)=S
2-benzyl-3-tert.-butylthiopropionic acid
→
CC(C)(C)S(=O)(=O)CC(Cc1ccccc1)C(=O)O
2-benzyl-3-tert.-butylsulfonyl-propionic acid
Ausbeute 82.0%

Edukte

O
water
O=S(=O)([O-])O[O-].[K+].[K+]
potassium peroxomonosulfate
O
water
CC(C)(C)CC(Cc1ccccc1)C(O)=S
2-benzyl-3-tert.-butylthiopropionic acid

Reagenzien

Keine

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added
  2. 2
    Extraktionextracted with methylene chloride
  3. 3
    Sonstigethe extracts were dried
  4. 4
    Einengenconcentrated by evaporation (260 mg, 82% yield)

Vorschrift

280 mg of 2-benzyl-3-tert.-butylthiopropionic acid was dissolved in 5 ml of methanol and, while cooling with ice, 1 g of potassium peroxomonosulfate in 4 ml of water was added and the whole was stirred overnight at room temperature. The solution was diluted with water and extracted with methylene chloride, and the extracts were dried and concentrated by evaporation (260 mg, 82% yield). 1H NMR: 300 MHz spectrum consistent with proposed structure. Anal. calcd. for C14H20O4S: C, 59.13; H, 7.09. Found: C, 59.39; H, 7.08.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05246969uspto-grants-1993_09