m-Chloroperbenzoic acid → [{1-(6-Methyl-1,3-benzodioxol-5-yl)ethyl}sulfinyl]acetic acid

HRID 486901Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486901
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][C:13]1[C:14]([CH:22]([S:24][CH2:25][C:26]([OH:28])=[O:27])[CH3:23])=[CH:15][C:16]2[O:20][CH2:19][O:18][C:17]=2[CH:21]=1>C(Cl)(Cl)Cl>[CH3:12][C:13]1[C:14]([CH:22]([S:24]([CH2:25][C:26]([OH:28])=[O:27])=[O:9])[CH3:23])=[CH:15][C:16]2[O:20][CH2:19][O:18][C:17]=2[CH:21]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 14514909[{1-(6-Methyl-1,3-benzodioxol-5-yl)ethyl}thio]acetic acid

Produkt 1

HCID 14514921[{1-(6-Methyl-1,3-benzodioxol-5-yl)ethyl}sulfinyl]acetic acidAusbeute 11,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

1.7 g of 80% m-chloroperbenzoic acid was added to a solution of 2.0 g of [{1-(6-methyl-1,3-benzodioxol-5-yl)ethyl}thio]acetic acid in 40 ml of chloroform under cooling with ice. The mixture was stirred at room temperature overnight and a crystalline insoluble matter was recovered by filtration and washed with ether to obtain 0.24 g of the intended compound (as a single diastereomer) in the form of white crystals.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. filtrationa crystalline insoluble matter was recovered by filtration
  3. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-b74c5103377141cc999166776f09d017
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292901

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