Réaction #87253

Équation de réaction

Dimethyl 5-hydroxyisophthalate

cesium carbonate

iodobutane

→

desired product

Dimethyl 5-butoxyisophthalate

Solvants

CH3CN

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   ConcentrationThe solvent was concentrated under reduced pressure
3. 3
   Autrethe reaction mixture was partitioned between EtOAc (50 mL) and H2O (50 mL)
4. 4
   AutreThe organic layer was separated
5. 5
   Extractionthe aqueous layer extracted with EtOAc (50 mL)
6. 6
   SéchageThe combined organics were dried over Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Concentrationconcentrated under reduced pressure

Mode opératoire

Dimethyl 5-hydroxyisophthalate (0.40 g, 1.90 mmol), cesium carbonate (1.30 g, 3.80 mmol) and CH3CN (12 mL) were added to a round-bottom flask and stirred for 15-30 min. iodobutane (0.42 g, 2.28 mmol) was added, and the reaction was stirred for 16 h. The solvent was concentrated under reduced pressure, and the reaction mixture was partitioned between EtOAc (50 mL) and H2O (50 mL). The organic layer was separated and the aqueous layer extracted with EtOAc (50 mL). The combined organics were dried over Na2SO4, filtered, and concentrated under reduced pressure to afford the desired product which was used without further purification.

Source