Borane → ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

HRID 533232Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 533232
C([O:3][C:4](=O)[CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])C.B>C1COCC1>[OH:3][CH2:4][CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Komponenten

4

Edukt 2

HCID 6331BoraneHCID 612032Ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate

Produkt 1

HCID 67316234ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a mixture of ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate (2.82 g) in THF (40 mL) was added 1M borane.THF (40 mL). The mixture was stirred at room temperature for 16 hours, quenched with methanol (100 mL) and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes.

Aufarbeitung

  1. customquenched with methanol (100 mL)
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-ba6cb44fbc694b65b1b755aec29fca43
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853209B2

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