反応 #1869159

反応方程式

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

溶媒

DMSO

反応条件

後処理

1. 1
   workup.WAITleft
2. 2
   workup.STIRRINGwith stirring for 3 hours
3. 3
   抽出is extracted with ethyl acetate
4. 4
   その他The organic solution is evaporated to dryness
5. 5
   その他the resulting crude is purified by chromatography on silica gel

実験手順

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.

出典