m-Chloroperbenzoic acid → 3-(Benzenesulfinyl)-1H-indole

HRID 1906931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1906931
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]1([S:18][C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[C:12]1([S:18]([C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)=[O:9])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 8524893-Phenylthioindole

Produkt 1

HCID 134429343-(Benzenesulfinyl)-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Solid m-chloroperbenzoic acid (1.93 g, 9.77 mmol) was added in small portions to a well stirred solution of 3-phenylthioindole (2.0 g, 8.88 mmol) in dry dichloromethane (100 ml) at 0°. Five min after the addition was terminated, the reaction was completed. The solution was washed with saturated sodium bicarbonate solution, the organic phase diluted with ether, dried over sodium sulfate and evaporated in vacuo. The residue was crystallized from ether-hexane to give the title compound, M.P.-126°-127° C.

Aufarbeitung

  1. additionFive min after the addition
  2. customwas terminated
  3. washThe solution was washed with saturated sodium bicarbonate solution
  4. additionthe organic phase diluted with ether
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue was crystallized from ether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-9498dd0006ec4946958b8e2955a8b7a9
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04654360

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