Реакция #806576

ord-41a746ecaa204c13a0943f5c9372ee62

Уравнение реакции

C=Cc1ccc(O)cc1
4-vinylphenol
Cc1cc(CCl)c2ccccc2n1
4-Chloromethyl-2-methylquinoline
O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
[I-].[Na+]
NaI
C=Cc1ccc(OCc2cc(C)nc3ccccc23)cc1
2-methyl-4-(4-vinyl-phenoxymethyl)-quinoline
Выход 46.8%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07132432B2uspto-grants-2006_11