Reacción #216538

Ecuación de reacción

2,4,6-triiodophenol

2-propylvaleroyl chloride

sodium bicarbonate

→

pure product

Rendimiento 68.0%

2,4,6-Triiodophenyl (2-propyl)pentanoate

Rendimiento 68.0%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed under argon overnite
2. 2
   TemperaturaThe reaction mixture was cooled
3. 3
   Extracciónextracted with dichloromethane
4. 4
   ExtracciónThe dichloromethane extract
5. 5
   Secadowas dried over magnesium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Otroevaporated
8. 8
   Otroto give the crude product (2.42 mmol, 95%) as a pink solid
9. 9
   OtroRecrystallization from ethyl acetate

Procedimiento

A mixture of 2,4,6-triiodophenol (2.0 g, 4.24 mmol), 2-propylvaleroyl chloride (2.5 ml, 12.7 mmol, 3 eq) and 4-dimethylaminopyridine (DMAP; 20 mg) in 20 ml of acetonitrile was refluxed under argon overnite. The reaction mixture was cooled and poured into excess aqueous sodium bicarbonate and then extracted with dichloromethane. The dichloromethane extract was dried over magnesium sulfate, filtered, and evaporated to give the crude product (2.42 mmol, 95%) as a pink solid. Recrystallization from ethyl acetate gave 1.75 g (68%) of pure product, mp 99°-101° C.

Fuente