Reaktion #1605382

Reaktionsgleichung

allyl-{2-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-ethyl}-carbamic acid tert-butyl ester

sodium hydride

Methyliodide

→

product

Ausbeute 97.0%

Allyl-(2-{4-[(4-isopropyl-benzenesulfonyl)-methyl-amino]-phenyl}-ethyl)-carbamic acid tert-butyl ester

Ausbeute 97.0%

Lösungsmittel

DMF

15-crown-5

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 3 h at room temperature
2. 2
   EinengenAfter concentration in vacuo the residue
3. 3
   Sonstigewas partitioned between dichloromethane and saturated aqueous NaHCO3
4. 4
   WaschenThe organic layer was washed with water
5. 5
   Trocknendried over MgSO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent evaporated under reduced pressure

Vorschrift

To a solution of allyl-{2-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-ethyl}-carbamic acid tert-butyl ester (200 mg, 0.44 mmol) in DMF (5 ml), 15-crown-5, and sodium hydride (20 mg, 0.48 mmol) were added, and the mixture was stirred at room temperature for 30 min. Methyliodide (60 mg, 0.44 mmol) was added and the mixture was stirred for 3 h at room temperature. After concentration in vacuo the residue was partitioned between dichloromethane and saturated aqueous NaHCO3. The organic layer was washed with water, dried over MgSO4, filtered and the solvent evaporated under reduced pressure to give the product as a yellow oil (200 mg, 97%).

Quelle