Reaktion #216538

Reaktionsgleichung

2,4,6-triiodophenol

2-propylvaleroyl chloride

sodium bicarbonate

→

pure product

Ausbeute 68.0%

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

Ausbeute 68.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed under argon overnite
2. 2
   TemperaturThe reaction mixture was cooled
3. 3
   Extraktionextracted with dichloromethane
4. 4
   ExtraktionThe dichloromethane extract
5. 5
   Trocknenwas dried over magnesium sulfate
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give the crude product (2.42 mmol, 95%) as a pink solid
9. 9
   SonstigeRecrystallization from ethyl acetate

Vorschrift

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.

Quelle