反应详情

A mixture of 18.6 g (0.090 mole) of 5-bromo-2-thiophenecarboxylic acid, 25.0 g (0.109 mole) of 1-tetradecanethiol and 500 ml of dried dimethyl acetamide is stirred at room temperature after which 10.8 g (0.200 mole) of sodium methoxide is added. The mixture is heated and the methanol formed is allowed to distill off. The mixture is refluxed for 24 hours after which the mixture is cooled and poured into a water-ice mixture, acidified with 10% aqueous hydrochloric acid, filtered, and the precipitate washed with water and dried. The solid obtained is crystallized from the methanol then recrystallized from hexane to give 5-(tetradecylthio)-2 -thiophene carboxylic acid, M.P. 106°-108° C.

1. additionis added
2. temperatureThe mixture is heated
3. distillationto distill off
4. temperatureThe mixture is refluxed for 24 hours after which the mixture
5. temperatureis cooled
6. additionpoured into a water-ice mixture
7. filtrationfiltered
8. washthe precipitate washed with water
9. customdried
10. customThe solid obtained
11. customis crystallized from the methanol
12. customthen recrystallized from hexane