Reaktion #806576

Reaktionsgleichung

4-vinylphenol

4-Chloromethyl-2-methylquinoline

Cs2CO3

NaI

→

2-methyl-4-(4-vinyl-phenoxymethyl)-quinoline

Ausbeute 46.8%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter work up, the residue was purified by flash column chromatography (40% ethyl acetate-hexanes)

Vorschrift

A mixture of 4-vinylphenol (10% wt. solution in propylene glycol) (1.25 g, 1.04 mmol), 4-Chloromethyl-2-methylquinoline (0.24 g, 1.2 eq), Cs2CO3 (0.85 g, 2.5 eq) and NaI (0.20 g, 1.2 eq) in DMSO (1 ml) was stirred at rt overnight. After work up, the residue was purified by flash column chromatography (40% ethyl acetate-hexanes) to give 2-methyl-4-(4-vinyl-phenoxymethyl)-quinoline (0.134 g, 46.8%) as a white solid. MS Found: (M+H)+=276.

Quelle