반응 #350764

반응 방정식

ammonium chloride

2-(3,4-diethoxyphenyl)-4-formylthiazole

1-bromo-3,4-dimethoxybenzene

→

2-(3,4-diethoxyphenyl)-4-[1-hydroxy-1-(3,4-dimethoxyphenyl)methyl]thiazole

수율 48.9%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGThe mixture was stirred at the same temperature for 1 hour and at room temperature for 3 hours
3. 3
   기타The solvent was removed by distillation
4. 4
   추출The residue was extracted with 100 ml of chloroform
5. 5
   세척The extract was washed with 20 ml of water and 20 ml of a saturated aqueous sodium chloride solution
6. 6
   기타dried
7. 7
   기타The solvent was removed by distillation
8. 8
   기타The residue was purified by silica gel column chromatography (elutant: dichloromethane/acetone=99/1 by v/v)
9. 9
   기타recrystallized from diethyl ether

실험 절차

60 ml of a tetrahydrofuran solution of a Grignard reagent prepared from 2.4 g of 1-bromo-3,4-dimethoxybenzene was stirred with ice-cooling. Thereto was added 20 ml of a tetrahydrofuran solution of 3 g of 2-(3,4-diethoxyphenyl)-4-formylthiazole. The mixture was stirred at the same temperature for 1 hour and at room temperature for 3 hours. 10 ml of a saturated aqueous ammonium chloride solution was added. The solvent was removed by distillation. The residue was extracted with 100 ml of chloroform. The extract was washed with 20 ml of water and 20 ml of a saturated aqueous sodium chloride solution, and dried. The solvent was removed by distillation. The residue was purified by silica gel column chromatography (elutant: dichloromethane/acetone=99/1 by v/v) and recrystallized from diethyl ether to obtain 2.2 g of 2-(3,4-diethoxyphenyl)-4-[1-hydroxy-1-(3,4-dimethoxyphenyl)methyl]thiazole

출처