反应详情

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-thiophene carboxylic acid, M.P. 95°-96° C.

1. temperatureis heated
2. temperatureto reflux
3. additionis added
4. temperatureThe mixture is refluxed for 64 hours after which the mixture
5. temperatureis cooled
6. extractionextracted with the addition of ether
7. customThe ether is evaporated
8. extractionaqueous layer extracted 5 times with water
9. extractionThe combined aqueous extract
10. customThe solid obtained
11. customis crystallized twice from hexane