반응 #2487454

반응 방정식

t-butyldimethylsilyl trifluoromethanesulfonate

2,6-Lutidine

methylene chloride

benzyl 3-hydroxy-3-methylbutyrate

→

benzyl 3-(t-butyldimethylsilyloxy)-3-methylbutyrate

용매

ethyl acetate

반응 조건

후처리

1. 1
   기타obtained in the step 1
2. 2
   온도with cooling with ice
3. 3
   workup.STIRRINGstirred for 1hour
4. 4
   온도with cooling on ice
5. 5
   기타The reaction liquid
6. 6
   세척washed with water, aqueous saturated ammonium chloride solution and aqueous saturated sodium chloride solution
7. 7
   건조dried over anhydrous magnesium sulfate
8. 8
   농축concentrated
9. 9
   기타4.5g of the residue was purified through silica gel column chromatography

실험 절차

2,6-Lutidine (3.6g) was added to an anhydrous methylene chloride solution of benzyl 3-hydroxy-3-methylbutyrate (3.5g) obtained in the step 1, and stirred with cooling with ice. t-butyldimethylsilyl trifluoromethanesulfonate (3.9mL) was gradually added dropwise thereto, and stirred for 1hour with cooling on ice and then for 2hours at room temperature. The reaction liquid was diluted with ethyl acetate, then washed with water, aqueous saturated ammonium chloride solution and aqueous saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and concentrated. 4.5g of the residue was purified through silica gel column chromatography to give benzyl 3-(t-butyldimethylsilyloxy)-3-methylbutyrate (2.62g) as a colorless oil.

출처