Реакция #653078

Уравнение реакции

diethanolamine

N-[4-(chloromethyl)-phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide

sodium hydrogen carbonate

→

N-[4-[N,N-bis(2-hydroxyethyl)-aminomethyl]phenyl]-7-(4-methylphenyl)-3,4-dihydro-naphthalene-2-carboxamide

Растворители

THF

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was refluxed for 34 hours
2. 2
   ЭкстракцияThe mixture was extracted with ethyl acetate
3. 3
   ПромывкаThe organic layer was washed with saturated sodium chloride solution
4. 4
   Сушкаdried with anhydrous sodium sulfate
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe residue was separated
7. 7
   Другоеpurified with column chromatography (ethyl acetate/triethylamine=10/1)
8. 8
   Другоеrecrystallized from ethyl acetate-hexane

Методика

In THF (10ml) was dissolved N-[4-(chloromethyl)-phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide (300mg), and to the mixture was added diethanolamine (222 μl). The mixture was refluxed for 34 hours. The reaction mixture was cooled to room temperature, and to the mixture was added 5% sodium hydrogen carbonate solution (50ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethyl acetate/triethylamine=10/1) and recrystallized from ethyl acetate-hexane to give N-[4-[N,N-bis(2-hydroxyethyl)-aminomethyl]phenyl]-7-(4-methylphenyl)-3,4-dihydro-naphthalene-2-carboxamide (Compound 51) (148mg) as colorless crystals.

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