Reaktion #1159396

Reaktionsgleichung

7-chloro-9-methyl-5-(N-ethylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine

sodium hydride

butyl iodide

→

5-(N-butyl-N-ethylsulfonylamino)-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine

Ausbeute 96.2%

Lösungsmittel

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe mixture was additionally stirred overnight at RT
2. 2
   workup.DISTILLATIONAfter distilling off the solvent
3. 3
   workup.ADDITIONthe residue was treated with water
4. 4
   Extraktionextracted with EA
5. 5
   WaschenAfter washing the organic phase with dil. hydrochloric acid in water
6. 6
   Trocknendrying over magnesium sulfate, it
7. 7
   Einengenwas concentrated in vacuo

Vorschrift

A solution of 0.8 g (2.6 mmol) of 7-chloro-9-methyl-5-(N-ethylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine (Example 10c) in 10 ml of DMF was added dropwise under nitrogen to a suspension of 0.1 g (2.7 mmol) of 80 percent sodium hydride in 8 ml of DMF. After stirring at RT for 30 min, 0.68 g (3.7 mmol) of butyl iodide was added dropwise and the mixture was additionally stirred overnight at RT. After distilling off the solvent, the residue was treated with water and extracted with EA. After washing the organic phase with dil. hydrochloric acid in water, and drying over magnesium sulfate, it was concentrated in vacuo. 0.9 g of 5-(N-butyl-N-ethylsulfonylamino)-7-chloro-9-methyl-2,3,4,5-tetrahydro-1-benzoxepine was obtained, m.p. 83-87° C.

Quelle