反应详情

In THF (10 ml) was dissolved 7-phenyl-3,4-dihydronaphthalene-2-carboxylic acid (500 mg), and to the solution were added oxalyl chloride (262 μl) and a drop of DMF. The mixture was stirred at room temperature for 1 hour and concentrated under reduced pressure. The residue was dissolved in DMF (5 ml), and to the mixture was dropwise added a solution of 4-aminobenzylalcohol (246 mg) in pyridine (10 ml) at 0° C. The reaction mixture was stirred at 0° C. for 3 hours. To the mixture was added water (500 ml), and then 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 recrystallized from ethyl acetate-acetone to give N-[4-(hydroxymethyl)phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide (486 mg) as pale brown crystals.

1. concentrationconcentrated under reduced pressure
2. dissolutionThe residue was dissolved in DMF (5 ml)
3. additionto the mixture was dropwise added a solution of 4-aminobenzylalcohol (246 mg) in pyridine (10 ml) at 0° C
4. stirringThe reaction mixture was stirred at 0° C. for 3 hours
5. additionTo the mixture was added water (500 ml)
6. extractionthe mixture was extracted with ethyl acetate
7. washThe organic layer was washed with saturated sodium chloride solution
8. dry with materialdried with anhydrous sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe residue was recrystallized from ethyl acetate-acetone