StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Acetic Acid → 1-[(5-Chloro-2-methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-fluorophenyl)-1-ethenyl]piperidine

HRID 1837762
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1837762
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=O)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1/[CH:19]=[CH:20]/[CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][N:24]2[CH2:25][CH2:26][CH:21](/[CH:20]=[CH:19]/[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[F:12])[CH2:22][CH2:23]2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 5049666Sodium triacetoxyborohydrideHCID 135677575-Chloro-2-methoxynicotinaldehydeHCID 22248269(E)-4-[2-(2-fluorophenyl)vinyl]piperidine

Produkt 1

HCID 226785031-[(5-Chloro-2-methoxy-3-pyridinyl)methyl]-4-[(E)-2-(2-fluorophenyl)-1-ethenyl]piperidineAusbeute 58,2 %

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

200 mg of 5-chloro-2-methoxy-3-pyridinecarboxaldehyde and 263 mg of 4-[(E)-2-(2-fluorophenyl)-1-ethenyl]piperidine were dissolved in 5 ml of 1,2-dichloroethane. To the mixture were added 0.09 ml of acetic acid and 339 mg of sodium triacetoxyborohydride, followed by stirring at room temperature for 2.5 hours. The reaction solution was filtered through NH-form silica gel, and the filtrate was evaporated. Ethyl acetate was added to the residue, and the mixture was filtered through alumina, and the filtrate was evaporated. The crude product was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1), to give 245 mg of the title compound as a colorless oil.

Aufarbeitung

  1. filtrationThe reaction solution was filtered through NH-form silica gel
  2. customthe filtrate was evaporated
  3. additionEthyl acetate was added to the residue
  4. filtrationthe mixture was filtered through alumina
  5. customthe filtrate was evaporated
  6. customThe crude product was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-dacb3c9796b5459fa1c09729958be716
Quelldatensatz
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06784192B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion