تفاعل #5722

معادلة التفاعل

Meldrum's acid

pyridine

stearic acid chloride

→

methyl-3-oxoeicosanoate

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلthe reaction mixture was washed with 4N hydrochloric acid
2. 2
   استخلاصthe aqueous phase was 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
8. 8
   ترشيحthe precipitated crystals were filtered off
9. 9
   workup.DISSOLUTIONdissolved in methylene chloride
10. 10
    أخرىchromatographed on silica gel with methylene chloride

الإجراء التجريبي

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.

المصدر