反応 #5722

反応方程式

Meldrum's acid

pyridine

stearic acid chloride

→

methyl-3-oxoeicosanoate

溶媒

methylene chloride

反応条件

後処理

1. 1
   洗浄the reaction mixture was washed with 4N hydrochloric acid
2. 2
   抽出the aqueous phase was extracted with methylene chloride
3. 3
   乾燥the methylene chloride phase was dried
4. 4
   濃縮concentrated
5. 5
   workup.STIRRINGstirred
6. 6
   温度under reflux
7. 7
   温度After cooling
8. 8
   ろ過the precipitated crystals were filtered off
9. 9
   workup.DISSOLUTIONdissolved in methylene chloride
10. 10
    その他chromatographed on silica gel with methylene chloride

実験手順

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.

出典