反应详情

温度

100 °C

10.0 g (49.7 mmol) 4-bromo-3,5-dimethylphenol and 10.3 g (74.6 mmol) K2OC3 are mixed with 20.0 mL N-methylpyrrolidone and heated to 100° C. 37.0 g (64.7 mmol) 4-chloro-2-methylbutan-2-ol (toluene solution from step 1) is added and the funnel is rinsed with 10.0 ml N-methylpyrrolidone. The reaction mixture is heated to 115° C. for approx. 3 h before 30.0 ml of the solvent is distilled off in vacuum. After full conversion the mixture is cooled to 20° C., 60.0 ml water is added and stirring is continued for 5 min. 90.0 ml n-heptane is added and the aqueous phase is separated. The organic phase is washed twice with 30.0 ml water. 20.0 ml solvent is distilled off and the mixture is cooled to 15° C. Seeds are added and stirring is continued for 1 h at 15° C. The suspension is cooled to −15° C. and stirred for 1 h. The product is filtered off, washed twice with cooled n-heptane and dried. Yield: 11.7 g; TLC: Rf=0.40 (silicagel, EtOAc:PE 2:8).

1. washthe funnel is rinsed with 10.0 ml N-methylpyrrolidone
2. temperatureThe reaction mixture is heated to 115° C. for approx. 3 h before 30.0 ml of the solvent
3. distillationis distilled off in vacuum
4. temperatureAfter full conversion the mixture is cooled to 20° C.
5. addition60.0 ml water is added
6. addition90.0 ml n-heptane is added
7. customthe aqueous phase is separated
8. washThe organic phase is washed twice with 30.0 ml water
9. distillation20.0 ml solvent is distilled off
10. temperaturethe mixture is cooled to 15° C
11. additionSeeds are added
12. stirringstirring
13. waitis continued for 1 h at 15° C
14. temperatureThe suspension is cooled to −15° C.
15. stirringstirred for 1 h
16. filtrationThe product is filtered off
17. washwashed twice with cooled n-heptane
18. customdried