반응 #5722

반응 방정식

Meldrum's acid

pyridine

stearic acid chloride

→

methyl-3-oxoeicosanoate

용매

methylene chloride

반응 조건

후처리

1. 1
   세척the reaction mixture was washed with 4N hydrochloric acid
2. 2
   추출the aqueous phase was extracted with methylene chloride
3. 3
   건조the methylene chloride phase was dried
4. 4
   농축concentrated
5. 5
   workup.STIRRINGstirred
6. 6
   온도under reflux
7. 7
   온도After cooling
8. 8
   여과the precipitated crystals were filtered off
9. 9
   workup.DISSOLUTIONdissolved in methylene chloride
10. 10
    기타chromatographed on silica gel with methylene chloride

실험 절차

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.

출처