反应详情

In a four necked flask (1 L) sufficiently dried, substituted with nitrogen, and equipped with a dropping funnel, Dimroth condenser tube, thermometer and stirring blade, resorcinol (42 g, 0.38 mol), 3,3,5-trimethylcyclohexanol (54 g, 0.57 mol) and triphenylphosphine (150 g, 0.57 mol) were dissolved in dried tetrahydrofuran (200 ml) under a nitrogen gas stream, and a mixed solution of diisopropyl azodicarboxylate (100 g, 0.5 mol) and dried tetrahydrofuran (150 ml) was dropped for 1 hour while cooling with an iced saline solution. Next, it was stirred at room temperature for 12 hours. After the reaction terminated, 30% hydrogen peroxide (75 ml) was dropped through the dropping funnel for 10 minutes, then the reaction solution was dissolved in 1 L toluene, and washed three times with 500 ml water. Toluene was distilled away by evaporation, and the residue was purified by column chromatography using hexane and ethyl acetate as developing solvents, to obtain a red brown objective product (hereinafter, referred to as R-4A) (19.5 g, 22% yield, 99% GC purity).

1. customIn a four necked flask (1 L) sufficiently dried
2. customequipped with a dropping funnel, Dimroth condenser tube
3. temperaturewhile cooling with an iced saline solution
4. customAfter the reaction terminated
5. addition30% hydrogen peroxide (75 ml) was dropped through the dropping funnel for 10 minutes
6. dissolutionthe reaction solution was dissolved in 1 L toluene
7. washwashed three times with 500 ml water
8. distillationToluene was distilled away by evaporation
9. customthe residue was purified by column chromatography
10. customto obtain a red brown objective product (hereinafter,