反应详情

温度

25 °C

3-Methyl-azetidin-3-ol hydrochloride (0,6 g, 4,84 mmoles) was suspended in tetrahydrofuran (50 ml) and Triethylamine (1,2 ml) was added. The mixture was stirred at room temperature (approximately 25° C.) for 30 minutes and 3,5-di-tert-butyl-4-hydroxy benzoic acid (1,26 g, 5,1 mmoles) was added in one portion, the mixture was cooled to 0° C. and subsequently a solution of dicyclohexylcarbodiimide (1 g, 4,84 mmoles) in tetrahydrofuran (27 ml) was added. The reaction mixture was then heated to reflux for 3,5 hours, cooled and the insoluble solid was filtered off. The filtrate was concentrated using a rotavapor, the remaining solid dissolved in ethyl acetate, washed with water, dried over magnesium sulfate, filtered and evaporated to dryness. The crude residue obtained is crystallized from diethyl ether to give 1,14 g (73% of theoretical yield) of (3,5-di-tert-butyl-4-hydroxy-phenyl)-(3-hydroxy-3-methyl-azetidin-1-yl)-methanone.

1. temperaturethe mixture was cooled to 0° C.
2. temperatureThe reaction mixture was then heated
3. temperatureto reflux for 3,5 hours
4. temperaturecooled
5. filtrationthe insoluble solid was filtered off
6. concentrationThe filtrate was concentrated
7. dissolutionthe remaining solid dissolved in ethyl acetate
8. washwashed with water
9. dry with materialdried over magnesium sulfate
10. filtrationfiltered
11. customevaporated to dryness
12. customThe crude residue obtained
13. customis crystallized from diethyl ether