Sodium cyanoborohydride → HCID 15524191, Verbindung

HRID 1530839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1530839
Cl.[Br:2][C:3]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([NH2:16])=[C:9]2[C:4]=1[CH2:5][CH2:6]N[CH2:8]2.[C:17]([BH3-])#[N:18].[Na+]>CO.O>[Br:2][C:3]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([NH2:16])=[C:9]2[C:4]=1[CH2:5][CH2:6][N:18]([CH2:17][CH2:5][C:4]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:3]=1)[CH2:8]2

Komponenten

4

Edukt 2

HCID 5003444Sodium cyanoborohydrideHCID 21253084HCID 21253084, Verbindung

Produkt 1

HCID 15524191HCID 15524191, VerbindungAusbeute 190,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22242641Methanol--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of the product from Example 5 (1 g, 3.24 mmol) and phenylacetylaldehyde (0.82 ml, 7 mmol) in 2:1 MeOH/H2O (50 mL) was treated with sodium cyanoborohydride (0.56 g, 9 mmol) portionwise under nitrogen and stirred for one hour. The reaction mixture was then cooled under an ice bath and precipitate filtered off. The solids were washed with hexane and oven dried to give the title compound (1.16 g, 95% yield) as an orange solid, mp=120-122° C.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled under an ice bath
  2. filtrationprecipitate filtered off
  3. washThe solids were washed with hexane and oven
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4619477b2c754902913931b33673d084
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06197771B1

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