반응 #62691

반응 방정식

2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine

thionyl chloride

3-bromopropanol

→

2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-bromopropoxycarbonyl)-1,4-dihydropyridine

용매

CH2Cl2

DMF

반응 조건

후처리

1. 1
   온도cooled to 5° C
2. 2
   workup.STIRRINGthe solution stirred for 1 hour at room temperature
3. 3
   세척The solution was then washed with water
4. 4
   건조the organic layer dried over sodium sulfate
5. 5
   기타evaporated under reduced pressure
6. 6
   기타The product was recrystallized from ethyl acetate

실험 절차

A solution of 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-carboxy-1,4-dihydropyridine (107 g, 0.32 mol) in CH2Cl2 (520 mL) and DMF (100 mL) was cooled to 0° C. and thionyl chloride (28 mL, 0.39 mol) slowly added. The mixture was stirred at room temperature for 1 hour, then cooled to 5° C. Distilled 3-bromopropanol (35 mL, 3.9 mol) was slowly added, and the solution stirred for 1 hour at room temperature. The solution was then washed with water and the organic layer dried over sodium sulfate and evaporated under reduced pressure. The product was recrystallized from ethyl acetate to yield 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-bromopropoxycarbonyl)-1,4-dihydropyridine (12, mp=146° C.).

출처