反应 #5722

反应方程式

Meldrum's acid

pyridine

stearic acid chloride

→

methyl-3-oxoeicosanoate

溶剂

methylene chloride

反应条件

后处理

1. 1
   洗涤the reaction mixture was washed with 4N hydrochloric acid
2. 2
   萃取the aqueous phase was extracted with methylene chloride
3. 3
   干燥the methylene chloride phase was dried
4. 4
   浓缩concentrated
5. 5
   workup.STIRRINGstirred
6. 6
   温度under reflux
7. 7
   温度After cooling
8. 8
   过滤the precipitated crystals were filtered off
9. 9
   workup.DISSOLUTIONdissolved in methylene chloride
10. 10
    其他chromatographed on silica gel with methylene chloride

实验过程

To a solution of 117 g of Meldrum's acid and 131 ml of pyridine in 1.5 1 of methylene chloride, 270 ml of stearic acid chloride were added dropwise at a maximum temperature of 15° C. After stirring, the reaction mixture was washed with 4N hydrochloric acid, the aqueous phase was extracted with methylene chloride, the methylene chloride phase was dried and concentrated. The residue was taken up in methanol and stirred under reflux. After cooling, the precipitated crystals were filtered off, dissolved in methylene chloride and chromatographed on silica gel with methylene chloride to give 175 g of methyl-3-oxoeicosanoate, m.p. 52°-54° C.

来源