反应详情

To the toluene solution containing the mercaptophenol prepared above 200 ml. of 20% sodium hydroxide and 7.4 grams of 2-bromo-hexanoic acid were added. The reaction mass was stirred at room temperature for about one hour. The mixture was then treated with 100 ml. of 1 N hydrochloric acid. The resulting layers were separated and the toluene was washed twice or until neutral. The organic layers were dried over Na2SO4 and evaporated to leave a light yellow oil weighing 13.4 grams which crystallized on standing. The crystals of 2-((4-(dimethylamino)-3,5-bis(1-methylethyl)phenyl)thio)-hexanoic acid were washed with cold pentane and sucked dry on a suction filter to give 3.14 grams of product. The melting point was found to be 66°-68° C. Infrared and NMR analysis confirmed the structure.

1. customprepared above 200 ml
2. additionThe mixture was then treated with 100 ml
3. customThe resulting layers were separated
4. washthe toluene was washed twice
5. dry with materialThe organic layers were dried over Na2SO4
6. customevaporated
7. customto leave a light yellow oil
8. customcrystallized
9. washThe crystals of 2-((4-(dimethylamino)-3,5-bis(1-methylethyl)phenyl)thio)-hexanoic acid were washed with cold pentane
10. customsucked dry on a suction
11. filtrationfilter