Реакция #1869159

Уравнение реакции

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

Растворители

DMSO

Условия реакции

Обработка

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

Методика

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.

Источник