Water → 2-(2-tetrahydrofuranyl)-5-methanesulfonyl-1H-indole

HRID 1432234

Reaktionsgleichung

Reaktionsgleichung von HRID 1432234
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]1[N:7](S(C2C=CC=CC=2)(=O)=O)[C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2.[OH-].[K+].O>O1CCCC1.CO>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:10][CH:9]=2

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 225044492-(2-Tetrahydrofuranyl)-5-methanesulfonyl-1-benzenesulfonylindole

Produkt 1

HCID 225044162-(2-tetrahydrofuranyl)-5-methanesulfonyl-1H-indoleAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of the compound obtained in Example 13 (1) (210 mg) in a mixture of tetrahydrofuran/methanol (2:1, 15 ml), a 1N aqueous potassium hydroxide solution (1.6 ml) was added and the mixture was stirred at 100° C. for 2 hours. The reaction solution was then poured into water, extracted with dichloromethane, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel preparative thin-layer chromatography (hexane ethyl acetate=1:1) to obtain 113 mg of the desired product as a white powder.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was separated

Quellen und Nachweise

ORD-Eintrag
ord-da412c11b5ed440ea554ecfc5b6c0eb7
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612070B2

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