تفاعل #683834

معادلة التفاعل

5-chloro-2-thiophenecarboxylic acid

1-tetradecanol

sodium hydride

xylene

→

5-(tetradecyloxy)-2-thiophenecarboxylic acid

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis heated
2. 2
   درجة الحرارةto reflux
3. 3
   workup.ADDITIONis added
4. 4
   درجة الحرارةThe mixture is refluxed for 64 hours after which the mixture
5. 5
   درجة الحرارةis cooled
6. 6
   استخلاصextracted with the addition of ether
7. 7
   أخرىThe ether is evaporated
8. 8
   استخلاصaqueous layer extracted 5 times with water
9. 9
   استخلاصThe combined aqueous extract
10. 10
    أخرىThe solid obtained
11. 11
    أخرىis crystallized twice from hexane

الإجراء التجريبي

A mixture of 21.4 g (0.100 mole) of 1-tetradecanol, 5.9 g (0.146 mole) of sodium hydride (59.5% in oil) and 300 ml of dried xylene is heated to reflux with stirring for 2 hours then allowed to cool after which 7.5 g (0.046 mole) of 5-chloro-2-thiophenecarboxylic acid is added. The mixture is refluxed for 64 hours after which the mixture is cooled and poured into a water-ice mixture, acidified with acetic acid, and extracted with the addition of ether. The ether is evaporated and aqueous layer extracted 5 times with water: strong ammonia solution (1:1). The combined aqueous extract is acidified with acetic acid. The solid obtained is crystallized twice from hexane to give 5-(tetradecyloxy)-2-thiophenecarboxylic acid, M.P. 95°-96° C.

المصدر