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

HRID 2072483Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072483
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[CH2:21][CH2:20][C:17]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:18]#[N: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[CH2:21][CH2:20][C:17]([NH:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:18]#[N:19])[CH2:16][CH2:15]1

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 1317109081-[(1,2,3,4-Tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotonitrile, hydrochloride

Produkt 1

HCID 543671651-[(1,2,3,4-Tetrahydro-1-hydroxy-2-naphthalenyl)methyl]-4-anilino isonipecotonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Finely-ground 1-[(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-methyl]-4-anilino isonipecotonitrile, 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 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 mixture with water (200 ml), extraction with methylene chloride, and concentration of the dried organic solution

Quellen und Nachweise

ORD-Eintrag
ord-89b5ebcede5f44dd819b68739d8e72c0
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04051248

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