Benzene, (3-chloro-1-propenyl)- → 1-(Vinylbenzyl)-3-((S)-alpha-methylbenzylcarbamoyl)-pyridinium chloride

HRID 65472

Reaktionsgleichung

[CH3:1][C@H:2]([NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[N:13][CH:12]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:18][CH2:19][CH:20]=[CH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CO>[Cl-:18].[CH:20]([CH:21]([N+:13]1[CH:14]=[CH:15][CH:16]=[C:11]([C:10](=[O:17])[NH:9][C@@H:2]([CH3:1])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:12]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[CH2:19]

Komponenten

Reaktionsbedingungen

Temperatur: 25 °C

Versuchsvorschrift

A 100 ml methanol solution containing 2.26 g (1.00×10-2 mols) of N-((S)-α-methylbenzyl)nicotinamide was charged into a 250 ml round bottom flask equipped with condenser, addition funnel, drying tube, nitrogen purge and magnetic stirrer. To this stirred reaction mixture was added, dropwise over a 10 minute interval, 50 ml of a methanol solution containing 1.53 g (1.00×10-2 mols) of chloromethylstyrene. The solution was stirred for 24 hours at 25° C., then was concentrated under vacuum to afford solid which was recrystallized from methanol to yield 3.40 g (8.98×10-3 mols) of product.

Aufarbeitung

additionwas charged into a 250 ml round bottom flask
customequipped with condenser, addition funnel
customdrying tube
customnitrogen purge
customTo this stirred reaction mixture
concentrationwas concentrated under vacuum
customto afford solid which
customwas recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag: ord-064e891d704e4acd9d9a83cb888180dd
Quelldatensatz: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04614769

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