Reaction #939019

Reaction equation

6-decenoic acid

Methyl 6-bromodecanoate

quinoline

methyl 5-decenoate

methyl 6-decenoate

→

5-decenoic acid

Yield 35.0%

Conditions

Workup

1. 1
   Otherto react at 240° C. for 5 minutes
2. 2
   Extractionthe reaction solution was extracted with ether
3. 3
   Washwashed with dilute sulfuric acid
4. 4
   Washwashed with water
5. 5
   Otherdried
6. 6
   Otherevaporated
7. 7
   Otherto remove the solvent
8. 8
   workup.DISTILLATIONdistilled
9. 9
   Othergiving

Procedure

Methyl 6-bromodecanoate (1.2 g) and quinoline (1.2g) were mixed together, and then allowed to react at 240° C. for 5 minutes. After the reaction was completed, the reaction solution was extracted with ether, washed with dilute sulfuric acid, washed with water, dried, evaporated to remove the solvent, and then distilled, thereby giving a mixture of methyl 5-decenoate and methyl 6-decenoate (310 mg). The mixture was hydrolyzed in a coventional manner, thereby giving a mixture (270 mg) of 5-decenoic acid and 6-decenoic acid (1/1).

Source