반응 #1470455

반응 방정식

14-hydroxy-9-methyltetradec-8-enoic acid

potassium hydroxide

→

10-methyloxacyclopentadec-9-en-2-one

수율 82.0%

용매

glycerol

반응 조건

후처리

1. 1
   workup.DISTILLATIONThe resulting water was distilled off
2. 2
   기타Thereupon, the distillation headpiece was removed
3. 3
   기타the special headpiece (see FIG. 1) was fitted
4. 4
   workup.ADDITIONfilled with glycerol
5. 5
   workup.ADDITIONAfter the addition of 1 g of sodium methylate the mixture
6. 6
   workup.ADDITIONAfter 24 hours the addition of 1 g of MeONa
7. 7
   추출After 48 hours extraction of the content of the special headpiece
8. 8
   기타yielded 19 g of crude product

실험 절차

24.5 g (95.5 mol) of 14-hydroxy-9-methyltetradec-8-enoic acid, (Z/E=80/20) were placed in 50 ml of glycerol and treated with 0.54 g of potassium hydroxide (50 percent). The resulting water was distilled off. Thereupon, the distillation headpiece was removed and the special headpiece (see FIG. 1) was fitted and filled with glycerol. After the addition of 1 g of sodium methylate the mixture was heated to 152° C., 6 mbar. After 24 hours the addition of 1 g of MeONa was again effected. After 48 hours extraction of the content of the special headpiece yielded 19 g of crude product. By chromatography 19 g (82%) of 10-methyloxacyclopentadec-9-en-2-one were obtained having the following characteristics: Z/E=80/20;

출처