反应详情

10 g of lithium aluminium hydride are placed in 200 ml of tetrahydrofuran; the mixture is stirred at room temperature. 25.8 g of 1-[2-methoxy-4-(2-nitro-vinyl)-phenoxymethyl]-naphthalene dissolved in 300 ml of tetrahydrofuran are added dropwise thereto over a period of 90 minutes. The reaction mixture is heated at reflux for 4 hours. After cooling, 40 ml of 1 N sodium hydroxide solution are cautiously added dropwise, external cooling being effected using an ice bath. When the addition is complete, the reaction mixture is stirred, without cooling, for one hour, then filtered with suction over Celite and washed with a small amount of tetrahydrofuran. The filtrate is dried over potassium carbonate and concentrated by evaporation, yielding 2-[3-methoxy-4-(naphthalen-1-ylmethoxy)-phenyl]-ethylamine in the form of a brown oil.

1. additionare added dropwise
2. temperatureThe reaction mixture is heated
3. temperatureat reflux for 4 hours
4. temperatureAfter cooling
5. temperatureexternal cooling
6. additionWhen the addition
7. stirringthe reaction mixture is stirred
8. temperaturewithout cooling, for one hour
9. filtrationfiltered with suction over Celite
10. washwashed with a small amount of tetrahydrofuran
11. dry with materialThe filtrate is dried over potassium carbonate
12. concentrationconcentrated by evaporation