反応 #44499

反応方程式

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

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

出典