Acetonitrile → HCID 58452310, Verbindung

HRID 70529Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 70529
C(#N)C.[C:4]([C:8]1[CH:13]=[CH:12][C:11](/[C:14](/[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([O:26][CH3:27])[N:20]=2)=[CH:15]\C(O)=O)=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5].[Br:28]N1C(=O)CCC1=O>C(N(CC)CC)C>[Br:28]/[CH:15]=[C:14](/[C:19]1[N:20]=[C:21]([O:26][CH3:27])[C:22]([Cl:25])=[CH:23][CH:24]=1)\[C:11]1[CH:12]=[CH:13][C:8]([C:4]([CH3:7])([CH3:6])[CH3:5])=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 67184N-bromobutanimideHCID 58452337(2E)-3-(4-tert-Butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-enoic acid

Produkt 1

HCID 58452310HCID 58452310, VerbindungAusbeute 25,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A 97% acetonitrile solution (52 mL) containing triethylamine (26 μL) was added to (2E)-3-(4-tert-butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-enoic acid (1.3 g). N-bromosuccinimide (806 mg) was added thereto and the mixture was stirred at room temperature for 15 minutes. The solvent was evaporated under reduced pressure from the reaction solution. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to give the title compound as a colorless powder (363 mg, 25%).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure from the reaction solution
  2. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1)

Quellen und Nachweise

ORD-Eintrag
ord-3967e97791ca43dfbfb76ec8b4b55a3d
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822503B2

Notizen zur Reaktion

Wird geladen…