反応 #216249

反応方程式

stearoyl chloride

Meldrum's acid

pyridine

→

methyl 3-oxoeicosanoate

溶媒

methylene chloride

反応条件

後処理

1. 1
   洗浄was washed with 4N hydrochloric acid
2. 2
   抽出the aqueous phase was back-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 the separated crystals
8. 8
   ろ過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

270 ml of stearoyl chloride were added dropwise at a maximum of 150° C. to a solution of 117 g of Meldrum's acid and 131 ml of pyridine in 1.51 of methylene chloride. After stirring the reaction mixture was washed with 4N hydrochloric acid, the aqueous phase was back-extracted with methylene chloride and the methylene chloride phase was dried and concentrated. The residue was taken up in methanol and stirred under reflux. After cooling the separated crystals were filtered off, dissolved in methylene chloride and chromatographed on silica gel with methylene chloride. There were obtained 175 g of methyl 3-oxoeicosanoate, m.p. 52°-54° C.

出典