反应详情

211 mg of N-[2-(8-methoxy-1H-benz[g]indol-1-yl)ethyl]-acetamide were heated to 140° for 9.5 hr. under argon in 3 ml of ethylene glycol/water 2:1 in the presence of 0.25 g of potassium hydroxide. The reaction mixture was left to cool and was poured into 20 ml of semi-concentrated sodium chloride solution. The mixture was extracted three times with diethyl ether and the combined extracts were washed once with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The crude product was dissolved in 2 ml of methanol and 70 mg of fumaric acid were added. After the addition of 5 ml of diethyl ether, the crystals were filtered off and recrystallized from 8.5 ml of methanol/DMF 16:1. 142 mg (53%) of 2-(8-methoxy-1H-benz[g]indol-1-yl)-ethylamine fumarate (1:1) were obtained as white crystals with m.p. 200°-201°.

1. waitThe reaction mixture was left
2. temperatureto cool
3. extractionThe mixture was extracted three times with diethyl ether
4. washthe combined extracts were washed once with saturated sodium chloride solution
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. customevaporated
8. dissolutionThe crude product was dissolved in 2 ml of methanol
9. addition70 mg of fumaric acid were added
10. additionAfter the addition of 5 ml of diethyl ether
11. filtrationthe crystals were filtered off
12. customrecrystallized from 8.5 ml of methanol/DMF 16:1