反应详情

Hydroquinone (37.65 g, 342 mmol) and dec-9-enyl bromide (25 g, 114 mmol) were dissolved in ethanol (150 ml) with warming under a nitrogen atmosphere. The solution was heated under reflux and a solution of potassium hydroxide (6.83 g, 121 mmol) in water (20 ml) was added dropwise over 1 h. The resulting suspension was heated under reflux (3 H) then poured on to water (500 ml) and extracted with ether (3×100 ml). The combined extracts were dried (MgSO4), evaporated in vacuo and the residue extracted with heptane (300 ml). On cooling, it afforded a first crop of the phenol (10.31 g). The remaining material was chromatographed (flash grade silica gel, petroleum ether 40-60° C./diethyl ether 3/2). 2 was isolated as white plates (Rf=0.57). Combined yield=15.61 g (55%). Mp=54° C.

1. temperaturewith warming under a nitrogen atmosphere
2. temperatureThe solution was heated
3. temperatureunder reflux
4. temperatureThe resulting suspension was heated
5. temperatureunder reflux (3 H)
6. extractionextracted with ether (3×100 ml)
7. dry with materialThe combined extracts were dried (MgSO4)
8. customevaporated in vacuo
9. extractionthe residue extracted with heptane (300 ml)
10. temperatureOn cooling