Hydrogen Peroxide → 2-[[3-(4-Chlorophenyl)-1,2-benzisoxazol-6-yl]sulfinyl]-2-methylpropionic acid

HRID 745988Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745988
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17][C:18]([CH3:23])([CH3:22])[C:19]([OH:21])=[O:20])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[OH:24]O>C(O)(=O)C.Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([S:17]([C:18]([CH3:23])([CH3:22])[C:19]([OH:21])=[O:20])=[O:24])=[CH:16][C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 784Hydrogen PeroxideHCID 140125362-[[3-(4-Chlorophenyl)-1,2-benzisoxazol-6-yl]thio]-2-methylpropionic acid

Produkt 1

HCID 136560912-[[3-(4-Chlorophenyl)-1,2-benzisoxazol-6-yl]sulfinyl]-2-methylpropionic acidAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

5.56 g (16.0 mmol) of 2-[[3-(4-chlorophenyl)-1,2-benzisoxazol-6-yl]thio]-2-methylpropionic acid and 6 ml of 30% H2O2 were combined in 200 ml glacial acetic acid. The mixture was stirred at room temperature and monitored by TLC for the disappearance of starting material and the appearance of product. After about four hours the reaction was stopped by diluting with excess 3N HCl. The resulting precipitate was filtered and washed several times with cold toluene to yield white crystals, 3.38 g (58%) of 2-[[3-(4-chlorophenyl)-1,2-benzisoxazol-6-yl]sulfinyl]-2-methylpropionic acid, m.p. 184°-185° C.

Aufarbeitung

  1. filtrationThe resulting precipitate was filtered
  2. washwashed several times with cold toluene

Quellen und Nachweise

ORD-Eintrag
ord-64a897c576b4455899f8b587f161f1d8
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04602028

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