반응 #463206

반응 방정식

tetrafluorophthalic anhydride

lithium hydroxide hydrate

ethanol

→

3-ethoxy-2,4,5-trifluorobenzoic acid

수율 77.5%

용매

water

water

반응 조건

후처리

1. 1
   온도the mixture is heated
2. 2
   온도at reflux for 48 hours
3. 3
   workup.DISTILLATIONan ethanol/water mixture (31.9 g) is distilled off until a head temperature of 100° C.
4. 4
   workup.ADDITIONby adding 19 g of 30% strength hydrochloric acid
5. 5
   추출the mixture is extracted
6. 6
   workup.ADDITIONa mixture of 20 g of 1,2-dichlorobenzene and 10 g of Hostarex A327
7. 7
   건조The organic phase is dried over MgSO4
8. 8
   기타adjusted at 25° C. to a pH of 14
9. 9
   추출The mixture is extracted three times with in each case 50 g of dichloromethane
10. 10
    workup.ADDITIONby adding 9.4 g of 30% strength hydrochloric acid
11. 11
    추출extracted with MTBE
12. 12
    건조The mixture is dried over MgSO4
13. 13
    여과filtered
14. 14
    기타removal of the solvent

실험 절차

4.4 g (20 mmol) of tetrafluorophthalic anhydride are dissolved in 3 g of water and 30 g of ethanol, 4.2 g of lithium hydroxide hydrate are added, and the mixture is heated at reflux for 48 hours. Then 50 g of water are added and an ethanol/water mixture (31.9 g) is distilled off until a head temperature of 100° C. is reached. Subsequently a pH of 0.6 is established by adding 19 g of 30% strength hydrochloric acid, and the mixture is extracted using a mixture of 20 g of 1,2-dichlorobenzene and 10 g of Hostarex A327. The organic phase is dried over MgSO4, heated at 140° C. for one hour until the evolution of gas comes to an end (decarboxylation) and then adjusted at 25° C. to a pH of 14 using 12.1 g of 35% strength sodium hydroxide solution. The mixture is extracted three times with in each case 50 g of dichloromethane, and the aqueous phase is adjusted to a pH of 0.7 by adding 9.4 g of 30% strength hydrochloric acid and extracted with MTBE. The mixture is dried over MgSO4 and filtered, and removal of the solvent leaves 3.4 g (15.5 mmol, corresponding to 77%) of yellowish 3-ethoxy-2,4,5-trifluorobenzoic acid (purity by GC>95%).

출처