Reacción #357836

Ecuación de reacción

2-thiopheneethanol

1,3-dioxolane

→

title compound

Rendimiento 60.3%

6,7-dihydro-4H-thieno[3,2-c]pyrane

Rendimiento 60.3%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting mixture was refluxed for 10 hours
2. 2
   Concentraciónconcentrated by evaporation under reduced pressure
3. 3
   workup.ADDITIONTo the residue, 100 mL of water and 150 mL of n-hexane were added
4. 4
   OtroThe organic layer was separated
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure

Procedimiento

10.0 g of 2-thiopheneethanol, 11.5 g of 1,3-dioxolane, and 862 mg of indium(III) chloride were added to 780 mL of acetonitrile, and the resulting mixture was refluxed for 10 hours. The reaction product solution was cooled to room temperature and concentrated by evaporation under reduced pressure. To the residue, 100 mL of water and 150 mL of n-hexane were added, and the resulting mixture was stirred for 5 minutes. The organic layer was separated and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was distilled under reduced pressure to obtain 6.6 g (yield of 60%) of the title compound, of which analysis data were the same as obtained in Example 14.

Fuente