Reacción #2487454

Ecuación de reacción

t-butyldimethylsilyl trifluoromethanesulfonate

2,6-Lutidine

methylene chloride

benzyl 3-hydroxy-3-methylbutyrate

→

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

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained in the step 1
2. 2
   Temperaturawith cooling with ice
3. 3
   workup.STIRRINGstirred for 1hour
4. 4
   Temperaturawith cooling on ice
5. 5
   OtroThe reaction liquid
6. 6
   Lavadowashed with water, aqueous saturated ammonium chloride solution and aqueous saturated sodium chloride solution
7. 7
   Secadodried over anhydrous magnesium sulfate
8. 8
   Concentraciónconcentrated
9. 9
   Otro4.5g of the residue was purified through silica gel column chromatography

Procedimiento

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.

Fuente