反応 #653078

反応方程式

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

溶媒

THF

反応条件

後処理

1. 1
   温度The mixture was refluxed for 34 hours
2. 2
   抽出The mixture was extracted with ethyl acetate
3. 3
   洗浄The organic layer was washed with saturated sodium chloride solution
4. 4
   乾燥dried with anhydrous sodium sulfate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The residue was separated
7. 7
   その他purified with column chromatography (ethyl acetate/triethylamine=10/1)
8. 8
   その他recrystallized from ethyl acetate-hexane

実験手順

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.

出典