Diisobutylaluminum hydride → (1H-indol-5-yl)methanol

HRID 569739

Reaktionsgleichung

Reaktionsgleichung von HRID 569739
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10](OC)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.CC(C[AlH]CC(C)C)C>CCOCC>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH2:10][OH:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Komponenten

4

Edukt 2

HCID 14487Diisobutylaluminum hydrideHCID 2737635methyl 1H-indole-5-carboxylate

Produkt 1

HCID 2773458(1H-indol-5-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

96 g (0.548 mole) of 6b are treated analogously to Example 1a in 1,800 ml of ether and 1,391 ml (1.67 moles) of DIBAL (1.2 molar in toluene). After chromatography on silica gel with gradient elution with petroleum ether/ethyl acetate (3:1) and petroleum ether/ethyl acetate (1:1), 39.3 g (49%) of pure product are obtained. C9H9NO (147.2)

Aufarbeitung

  1. washAfter chromatography on silica gel with gradient elution with petroleum ether/ethyl acetate (3:1) and petroleum ether/ethyl acetate (1:1), 39.3 g (49%) of pure product
  2. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-bc1b83dde3684cc4aa27d378a6abf204
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734407

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