Reaktion #2358265

Reaktionsgleichung

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

sodium hydride

methyl iodide

→

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

Ausbeute 62.9%

Lösungsmittel

THF

THF

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 and water
6. 6
   Trocknendrying over magnesium sulfate, it
7. 7
   Einengenwas concentrated in vacuo
8. 8
   Sonstigethe crude product was recrystallized from methylene chloride

Vorschrift

A solution of 0.6 g (2.0 mmol) of 7-chloro-9-methyl-5-(N-ethylsulfonylamino)-2,3,4,5-tetrahydro-1-benzoxepine in 8 ml of THF was added dropwise under nitrogen to a suspension of 0.1 g (2.7 mmol) of 80 percent sodium hydride in 5 ml of THF. After stirring at RT for 1 h, 0.41 g (2.9 mmol) of methyl 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 and water, and drying over magnesium sulfate, it was concentrated in vacuo and the crude product was recrystallized from methylene chloride. 0.4 g of 7-chloro-9-methyl-5-(N-ethylsulfonyl-N-methylamino)-2,3,4,5-tetrahydro-1-benzoxepine was obtained, m.p. 141-143° C.

Quelle