Reacción #1106685

Ecuación de reacción

Racemic 2,3-dihydro-1,4-benzdioxin-2-ylmethylamine

triethylamine

dimethylsulfamoyl chloride

→

title compound

N-(2,3-Dihydro-benzo[1,4]dioxin-2-ylmethyl)-N′,N′dimethylsulfamide

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   OtroThe reaction mixture was partitioned between ethyl acetate and water
3. 3
   Lavadothe ethyl acetate solution was washed with brine
4. 4
   Secadodried (MgSO4)
5. 5
   Otroevaporated in vacuo
6. 6
   Otroto yield an oil
7. 7
   OtroThe oil was purified
8. 8
   Otroto yield a white solid, which
9. 9
   Otrowas recrystallized (ethyl acetate/Hexane)

Procedimiento

Racemic 2,3-dihydro-1,4-benzdioxin-2-ylmethylamine (8.25 g, 5.0 mmol) and triethylamine (1.52 g, 15 mmol) were combined in DMF (10 mL) and cooled in an ice bath as dimethylsulfamoyl chloride (1.44 g, 10 mmol) was added. The reaction mixture was then stirred for 3 hr with continued cooling. The reaction mixture was partitioned between ethyl acetate and water, and the ethyl acetate solution was washed with brine, dried (MgSO4) and evaporated in vacuo to yield an oil. The oil was purified using flash column chromatography (ethyl acetate:Heptane—1:1) to yield a white solid, which was recrystallized (ethyl acetate/Hexane) to yield the title compound as a white floccular solid.

Fuente