反应 #1470455

反应方程式

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

potassium hydroxide

→

10-methyloxacyclopentadec-9-en-2-one

收率 82.0%

溶剂

glycerol

反应条件

后处理

1. 1
   workup.DISTILLATIONThe resulting water was distilled off
2. 2
   其他Thereupon, the distillation headpiece was removed
3. 3
   其他the 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
   萃取After 48 hours extraction of the content of the special headpiece
8. 8
   其他yielded 19 g of crude product

实验过程

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;

来源