Reacción #2358574

Ecuación de reacción

Allyl 3-hydroxybenzoate

3,4,5-tribenzyloxybenzoic acid

EDC.HCl

→

solid

Rendimiento 99.7%

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

Rendimiento 99.7%

Disolventes

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato reflux overnight under a nitrogen atmosphere
2. 2
   ExtracciónThe reaction was then extracted with 5% citric acid (2×), saturated aqueous sodium bicarbonate (2×), and brine (1×)
3. 3
   Secadodried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

Allyl 3-hydroxybenzoate (2.82 g, 15.8 mmol), 3,4,5-tribenzyloxybenzoic acid (10.7 g, 23.1 mmol), DMAP (5.51 g, 26.5 mmol), and CH2Cl2 (200 mL) were combined and stirred under a nitrogen atmosphere. EDC.HCl (5.51 g, 28.8 mmol) was added to the mixture and the reaction was allowed to reflux overnight under a nitrogen atmosphere. The reaction was then extracted with 5% citric acid (2×), saturated aqueous sodium bicarbonate (2×), and brine (1×), dried over MgSO4, filtered, and concentrated in vacuo to obtain a solid (9.46 g, 99%) that was used without further purification.

Fuente