Reacción #2358575

Ecuación de reacción

phenylsilane

3-((allyloxy)carbonyl)phenyl 3,4,5-tris(benzyloxy)benzoate

H2O

→

title compound

Rendimiento 68.0%

3-((3,4,5-Tris(benzyloxy)benzoyl)oxy)benzoic acid

Rendimiento 68.0%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled in an ice bath
2. 2
   Otroresulting in a precipitate
3. 3
   LavadoThe solid was washed successively with ethyl acetate, dichloromethane, and water
4. 4
   ConcentraciónThe combined organic layers were concentrated in vacuo to half-volume
5. 5
   Extracciónextracted with water
6. 6
   SecadoThe organic layer was dried over MgSO4
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated in vacuo

Procedimiento

Pd(PPh3)4 (23.1 mg, 0.02 mmol) and 3-((allyloxy)carbonyl)phenyl 3,4,5-tris(benzyloxy)benzoate (600 mg, 1 mmol) were dissolved in CH2Cl2 (3 mL) and cooled in an ice bath. To the resulting solution was added phenylsilane (216 mg, 2 mmol). After stirring for 15 min, H2O (5 mL) was added dropwise, resulting in a precipitate. The solid was washed successively with ethyl acetate, dichloromethane, and water. The combined organic layers were concentrated in vacuo to half-volume and extracted with water. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to provide the title compound (378 mg, 68%).

Fuente