Reacción #49655

Ecuación de reacción

Hexane

n-butyllithium

Furan

1-bromo-4-chlorobutane

→

compound

Rendimiento 91.0%

1-chloro-4-(2-furyl)butane

Rendimiento 91.0%

Disolventes

water

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONadded to the reaction solution
2. 2
   workup.STIRRINGThis solution was further stirred at -15° C. for 1 hour
3. 3
   workup.WAITstood overnight at room temperature
4. 4
   Extracciónextracted with ether
5. 5
   LavadoThe extracted solution was successively washed with water
6. 6
   SecadoIt was then dried over magnesium sulfate
7. 7
   Filtraciónfiltered
8. 8
   ConcentraciónThe filtrate was concentrated
9. 9
   workup.DISTILLATIONthe resultant oil-like product was purified by distillation under reduced pressure (130° C./12 mmHg)

Procedimiento

Furan (1.36 g) was dissolved in tetrahydrofuran (50 ml) and cooled to -25° C. Hexane solution (12.5 ml) of n-butyllithium of 1.68 mol/l was added to the reaction solution, which was stirred at -15° C. for 4 hours. Subsequently, 1-bromo-4-chlorobutane (3.43 g) was dissolved in tetrahydrofuran (2.5 ml) and added to the reaction solution. This solution was further stirred at -15° C. for 1 hour and stood overnight at room temperature. The reaction solution was poured into icy water and extracted with ether. The extracted solution was successively washed with water, a saturated ammonium chloride solution and a saturated sodium chloride solution. It was then dried over magnesium sulfate and filtered. The filtrate was concentrated and the resultant oil-like product was purified by distillation under reduced pressure (130° C./12 mmHg). The object compound (2.87 g) was obtained in the form of oil.

Fuente