반응 #59384

반응 방정식

benzoyl chloride

5-hydroxyisoquinoline

triethylamine

→

title compound

수율 103.6%

5-Benzoyloxyisoquinoline

수율 103.6%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도the temperature was raised to room temperature
2. 2
   workup.STIRRINGAfter stirring for 6 hours at room temperature
3. 3
   세척The solution was washed with saturated aqueous solution of sodium hydrogencarbonate
4. 4
   건조dried over anhydrous magnesium sulfate and solvent
5. 5
   workup.DISTILLATIONwas distilled off

실험 절차

To a solution of 5-hydroxyisoquinoline (15.0 g, 103 mmol) in dichloromethane (300 ml) was added triethylamine (10.9 g, 108 mmol), and the mixture was cooled to 0° C. Under stirring, benzoyl chloride (15.2 g, 108 mmol) was added dropwise and the temperature was raised to room temperature. After stirring for 6 hours at room temperature, dichloromethane was added. The solution was washed with saturated aqueous solution of sodium hydrogencarbonate, then dried over anhydrous magnesium sulfate and solvent was distilled off, thereby affording 26.6 g of the title compound as a light brown liquid. Yield quantitative. 1H-NMR (DMSO-d6, δ): 7.68(2H, t, J=7.3 Hz), 7.75(1H, d, J=5.9 Hz), 7.79-7.85(3H, m), 8.12-8.16(1H, m), 8.28(2H, d, J=7.3 Hz), 8.55 (1H, d, J=5.9 Hz), 9.45(1H, s).

출처