1-Oxo-2,3-Dihydro-1H-Indene-4-Carbonitrile → 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile

HRID 41114Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 41114
[O:1]=[C:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]#[N:12])[C:5]=2[CH2:4][CH2:3]1.[BH4-].[Na+]>C(O)C>[OH:1][CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]#[N:12])[C:5]=2[CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 27515831-Oxo-2,3-Dihydro-1H-Indene-4-CarbonitrileHCID 4311764Sodium borohydride

Produkt 1

HCID 145153071-hydroxy-2,3-dihydro-1H-indene-4-carbonitrileAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred suspension of 1-oxo-2,3-dihydro-1H-indene-4-carbonitrile (1.0 equiv, 0.4M) and silica gel (catalytic) in ethanol at 0° C. was added NaBH4 (⅓ equiv). The reaction was allowed to warm up to room temperature and stirred for 2 h. The Solvent was removed under reduced pressure and the product purified by CC in hexane/EtOAc (5:5) to offer 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile in 80% yield.

Aufarbeitung

  1. customThe Solvent was removed under reduced pressure
  2. customthe product purified by CC in hexane/EtOAc (5:5)

Quellen und Nachweise

ORD-Eintrag
ord-f407db76645f44768a3732405a2bd106
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530503B2

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