Reaktion #1869159

Reaktionsgleichung

Water

N-[3-(2-diethylaminoethyl)-1H-indol-5-yl]naphthalene-2-sulphonamide

potassium t-butoxide

ethyl iodide

→

N-[3-(2-diethylaminoethyl)-1H-indol-5-yl]-N-ethyl-naphthalene-2-sulphonamide

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITleft
2. 2
   workup.STIRRINGwith stirring for 3 hours
3. 3
   Extraktionis extracted with ethyl acetate
4. 4
   SonstigeThe organic solution is evaporated to dryness
5. 5
   Sonstigethe resulting crude is purified by chromatography on silica gel

Vorschrift

To a mixture of 285 mg (0.7 mMol) of N-[3-(2-diethylaminoethyl)-1H-indol-5-yl]naphthalene-2-sulphonamide (example 17) and 80 mg (0.7 mMol) of potassium t-butoxide in 3 ml of DMSO are stirred for 30 minutes at ambient temperature. Then are added 105 mg (0.7 mMol) of ethyl iodide and left with stirring for 3 hours. Water is added and is extracted with ethyl acetate. The organic solution is evaporated to dryness and the resulting crude is purified by chromatography on silica gel, using as an eluent mixtures of methylene chloride/methanol/ammonia, yielding N-[3-(2-diethylaminoethyl)-1H-indol-5-yl]-N-ethyl-naphthalene-2-sulphonamide as a solid with m.p.=49-50° C.

Quelle