تفاعل #216249

معادلة التفاعل

stearoyl chloride

Meldrum's acid

pyridine

→

methyl 3-oxoeicosanoate

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلwas washed with 4N hydrochloric acid
2. 2
   استخلاصthe aqueous phase was back-extracted with methylene chloride
3. 3
   تجفيفthe methylene chloride phase was dried
4. 4
   تركيزconcentrated
5. 5
   workup.STIRRINGstirred
6. 6
   درجة الحرارةunder reflux
7. 7
   درجة الحرارةAfter cooling the separated crystals
8. 8
   ترشيحwere filtered off
9. 9
   workup.DISSOLUTIONdissolved in methylene chloride
10. 10
    أخرىchromatographed on silica gel with methylene chloride

الإجراء التجريبي

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.

المصدر