反应 #1005955

反应方程式

ammonia water

tetrahydrofuran

methanesulfonyl chloride

tetrahydrofuran

{2-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-4-(trifluoro-methyl)-1,3-thiazol-5-yl}methanol

tetrahydrofuran

→

title compound

收率 45.0%

1-{2-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)-pyrrolidin-1-yl]-4-(trifluoromethyl)-1,3-thiazol-5-yl}methanamine

收率 45.0%

溶剂

methanol

反应条件

后处理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.ADDITIONAfter the dropwise addition
3. 3
   workup.ADDITIONThe resulting solution was added dropwise to a mixture solution, which
4. 4
   其他was separately prepared
5. 5
   workup.STIRRINGAfter stirring the mixture at room temperature for 12 hours
6. 6
   萃取extracted with ethyl acetate
7. 7
   干燥The organic layer was dried over magnesium sulfate
8. 8
   其他The solvent was evaporated off under reduced pressure
9. 9
   其他the residue was then purified by a silica gel chromatography

实验过程

{2-[3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-4-(trifluoro-methyl)-1,3-thiazol-5-yl}methanol (1.05 g) was added to tetrahydrofuran (30 mL). Then, tetrahydrofuran solution (10 mL) comprising methanesulfonyl chloride (0.3 g) was added dropwise thereto under ice cooling. After the dropwise addition was completed, the reaction solution was stirred at room temperature for one hour. The resulting solution was added dropwise to a mixture solution, which was separately prepared to contain 28% ammonia water (50 mL), tetrahydrofuran (100 mL), and methanol (100 mL), under ice cooling. After stirring the mixture at room temperature for 12 hours, the reaction solution was poured over ice water, and then extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a silica gel chromatography to obtain the title compound (0.4 g, 45%).

来源