Реакция #52639

Уравнение реакции

Triphenylphosphine

2-cyclohexyl-4-chlorophenol

2-hydroxyethylmorpholine

diethylazodicarboxylate

→

3-cyclohexyl-4-morpholinoethoxy-chlorobenzene

Выход 95.0%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction mixture was concentrated under reduced pressure
2. 2
   Другоеtriturated with dichloromethane/hexanes
3. 3
   Промывкаwashed with more hexanes

Методика

Triphenylphosphine (7.47 g, 19.58 mmol) was added to a solution of 2-cyclohexyl-4-chlorophenol (6 g, 28.48 mmol) and 2-hydroxyethylmorpholine (3.5 g, 28.48 mmol) in tetrahydrofuran (50 ml), followed by the dropwise addition of diethylazodicarboxylate (4.5 ml, 28.48 mmol). The mixture stirred at room temperature for 12 hours. The reaction mixture was concentrated under reduced pressure and triturated with dichloromethane/hexanes and then washed with more hexanes. Chromatography (silica, 10-20-30% ethyl acetate/hexanes) afforded 8.4 g (95%) of 3-cyclohexyl-4-morpholinoethoxy-chlorobenzene as a yellowish oil.

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