反应 #44499

反应方程式

Tetrabutyl ammonium fluoride

solution

9-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-3 3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

→

title product

9-(4-Hydroxymethyl-3,3-dimethyl-2-oxo-pyrrolidin-1-yl)-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他partitioned with ethyl acetate and water
2. 2
   洗涤The organic phase was washed with brine
3. 3
   干燥dried (MgSO4)
4. 4
   过滤filtered
5. 5
   其他evaporated
6. 6
   其他The residue was purified over silica gel using 20-100% ethyl acetate in hexanes

实验过程

Tetrabutyl ammonium fluoride (3.2 mL, 1 M in tetrahydrofuran, 3.2 mmol) was added to a stirred solution of Example 7C (0.9 g, 1.56 mmol) in tetrahydrofuran at room temperature. The resulting solution was stirred for two hours and then partitioned with ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4), filtered, and evaporated. The residue was purified over silica gel using 20-100% ethyl acetate in hexanes to give the title product as a white solid.

来源