Reacción #50181

Ecuación de reacción

4-methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran

sodium iodide

→

4-methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran

Rendimiento 97.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction was partitioned between ethyl acetate and brine
2. 2
   LavadoThe organic layer was washed twice with brine
3. 3
   Secadodried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

To a 0° C. solution in acetone of 4-methoxy-4-(3-methanesulfonyl-trans-prop-2-enyl)tetrahydropyran (505 mg, 2.02 mmol), prepared as in step 5 was added sodium iodide (605 mg, 4.03 mmol), and the reaction was stirred for 15 min. The reaction was partitioned between ethyl acetate and brine. The organic layer was washed twice with brine, dried over MgSO4, filtered and concentrated in vacuo to provide 4-methoxy-4-(3-iodo-trans-propenyl)tetrahydropyran (550 mg, 97%) as a dark yellow oil. The iodide was of sufficient purity to use without further purification.

Fuente