反应详情

温度

60 °C

To (R)-1-(5-tert-butoxy-2-isopropoxybenzo[d]thiazol-7-yl)-2-(1-(4-butoxyphenyl)-2-methylpropan-2-ylamino)ethanol (7.5 g) in isopropanol (30 ml) and water (25 ml) was added 1M HCl aqueous solution (43 ml). The reaction mixture was then heated to 60° C. and stirred for 2.5 h. The mixture was cooled to 50° C., and then 2M NaOH aqueous solution (18 ml) was added slowly to adjust pH between 8.2-8.4. The reaction mixture was then cooled to 30° C., followed by extraction with TBME (first time with 40 ml, the second time with 25 ml). Two organic layers were combined and washed with water (38 ml for two times) before drying with anhydrous Na2SO4. After filtration, the filtrate was concentrated, and then dissolved in MeCN (145 ml). The solution was treated with active carbon (0.6 g) and heated to 60° C. After a second filtration, the cake was washed with MeCN (10 ml for two times), the filtrate was crystallized at 60° C. to gain (R)-7-(2-(1-(4-butoxyphenyl)-2-methylpropan-2-ylamino)-1-hydroxyethyl)-5-hydroxybenzo[d]thiazol-2(3H)-one (3.8 g). e.e.=97.6%.

1. temperatureThe mixture was cooled to 50° C.
2. temperatureThe reaction mixture was then cooled to 30° C.
3. extractionfollowed by extraction with TBME (first time with 40 ml
4. washwashed with water (38 ml for two times)
5. dry with materialbefore drying with anhydrous Na2SO4
6. filtrationAfter filtration
7. concentrationthe filtrate was concentrated
8. dissolutiondissolved in MeCN (145 ml)
9. additionThe solution was treated with active carbon (0.6 g)
10. temperatureheated to 60° C
11. filtrationAfter a second filtration
12. washthe cake was washed with MeCN (10 ml for two times)
13. customthe filtrate was crystallized at 60° C.