1-Methyl-1,5,6,7-tetrahydro-4H-indazol-4-one → 1-methyl-4,5,6,7-tetrahydro-1H-indazol-4-ol

HRID 62440

Reaktionsgleichung

Reaktionsgleichung von HRID 62440
[CH3:1][N:2]1[C:10]2[CH2:9][CH2:8][CH2:7][C:6](=[O:11])[C:5]=2[CH:4]=[N:3]1.[BH4-].[Na+]>CCO>[CH3:1][N:2]1[C:10]2[CH2:9][CH2:8][CH2:7][CH:6]([OH:11])[C:5]=2[CH:4]=[N:3]1

Komponenten

4

Edukt 2

HCID 27657961-Methyl-1,5,6,7-tetrahydro-4H-indazol-4-oneHCID 4311764Sodium borohydride

Produkt 1

HCID 138368981-methyl-4,5,6,7-tetrahydro-1H-indazol-4-olAusbeute 68,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 1-methyl-6,7-dihydro-1H-indazol-4(5H)-one (1 g, 6.7 mmol) in EtOH (20 mL) was added NaBH4 (1.2 g, 33.3 mmol) in portions. The resulting mixture was stirred at room temperature for 30 min. The solvent was removed under reduced pressure to afford the crude 1-methyl-4,5,6,7-tetrahydro-1H-indazol-4-ol (700 mg, 68.8%), which was used in the next step directly. MS-ESI (m/z): 153 (M+1)+ (Acq Method: 10-80AB_2 min_220 &254.1 cm; Rt: 0.17 min)

Aufarbeitung

  1. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c9ed543f7ed5432c8ce38d7841ae8fe8
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09446130B2

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