Sodium borohydride → 1-[2-(3-Chlorophenyl)-2-hydroxyethyl]-4-[3,4-dihydro-2(1H)-quinazolinon-3-yl]-piperidine

HRID 67079

Reaktionsgleichung

Reaktionsgleichung von HRID 67079
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[C:5]([CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][C:15]2=[O:24])[CH2:10][CH2:9]1)=[O:6].[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]([OH:6])[CH2:7][N:8]2[CH2:9][CH2:10][CH:11]([N:14]3[CH2:23][C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][C:15]3=[O:24])[CH2:12][CH2:13]2)[CH:25]=[CH:26][CH:27]=1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 127979921-(3-chlorobenzoylmethyl)-4-[3,4-dihydro-2(1H)-quinazolinon-3-yl]-piperidine

Produkt 1

HCID 127979951-[2-(3-Chlorophenyl)-2-hydroxyethyl]-4-[3,4-dihydro-2(1H)-quinazolinon-3-yl]-piperidineAusbeute 57,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In this example, 1.50 g of 1-(3-chlorobenzoylmethyl)-4-[3,4-dihydro-2(1H)-quinazolinon-3-yl]-piperidine and 75 ml of methanol are mixed and stirred at room temperature. To the stirred mixture, 1.0 g of sodium borohydride is added over a period of 5 hours. Then, the mixture is stirred overnight at room temperature. The white crystals deposited are separated by filtration, successively washed with methanol and water and dried to obtain 1.21 g of a crude product. The crude product is recrystallized from a mixed solvent of chloroform and ethanol to obtain 0.87 g of the desired product.

Aufarbeitung

  1. stirringThen, the mixture is stirred overnight at room temperature
  2. customThe white crystals deposited are separated by filtration
  3. washsuccessively washed with methanol and water
  4. customdried
  5. customto obtain 1.21 g of a crude product
  6. customThe crude product is recrystallized from a mixed solvent of chloroform and ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f4516bc0a6da42d782e6c4c4feee987e
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04344948

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