반응 #44496

반응 방정식

Tetrabutyl ammonium fluoride

product

4-(tert-Butyl-diphenyl-silanyloxymethyl)-1-(5-hydroxy-cyclooctyl)-3,3-dimethyl-pyrrolidin-2-one

→

titled product

1-(5-Hydroxy-cyclooctyl)-4-hydroxymethyl-3 3-dimethyl-pyrrolidin-2-one

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타partitioned with ethyl acetate and water
2. 2
   세척The organic phase was washed with brine
3. 3
   건조dried (MgSO4)
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타The residue was purified over silica gel using 20-100% ethyl acetate in hexanes

실험 절차

Tetrabutyl ammonium fluoride (0.76 mL, 1 M in tetrahydrofuran, 0.76 mmol) was added to a stirred solution of the product of Example 5J (0.30 g, 0.60 mmol) in tetrahydrofuran (5 mL) 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 titled product as a white solid.

출처