Sodium borohydride → 1-[(1,2,3,4-Tetrahydro-1-hydroxy-2-naphthalenyl)methyl]-4-anilino isonipecotamide

HRID 2072480Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072480
Cl.[O:2]=[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH:4]1[CH2:13][N:14]1[CH2:22][CH2:21][C:17]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]([NH2:20])=[O:19])[CH2:16][CH2:15]1.[BH4-].[Na+]>CO.O>[OH:2][CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH:4]1[CH2:13][N:14]1[CH2:15][CH2:16][C:17]([NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:18]([NH2:20])=[O:19])[CH2:21][CH2:22]1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 1317109071-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotamide, hydrochloride

Produkt 1

HCID 214082471-[(1,2,3,4-Tetrahydro-1-hydroxy-2-naphthalenyl)methyl]-4-anilino isonipecotamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Finely-ground 1-[(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotamide, hydrochloride (1:1) (5.0 g) is slurried in methanol (100 ml) and cooled in ice. To this mixture is added an aqueous solution of sodium borohydride (3.0 g) in water (25 ml). The resulting mixture is stirred for 15 hours at room temperature under nitrogen. Dilution of the reaction mixture with water (200 ml), extraction with methylene chloride, and concentration of the dried organic solution give the title compound.

Aufarbeitung

  1. temperaturecooled in ice
  2. extractionDilution of the reaction mixture with water (200 ml), extraction with methylene chloride, and concentration of the dried organic solution

Quellen und Nachweise

ORD-Eintrag
ord-bbdaaa48d645472e9f685043da524c8f
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04051248

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