Reaktion #1106685

Reaktionsgleichung

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

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   SonstigeThe reaction mixture was partitioned between ethyl acetate and water
3. 3
   Waschenthe ethyl acetate solution was washed with brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Sonstigeevaporated in vacuo
6. 6
   Sonstigeto yield an oil
7. 7
   SonstigeThe oil was purified
8. 8
   Sonstigeto yield a white solid, which
9. 9
   Sonstigewas recrystallized (ethyl acetate/Hexane)

Vorschrift

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.

Quelle