反応 #347145

反応方程式

hydrochloric acid

sodium hydroxide

trioctylamine

sodium methoxide

tetrafluorophthalic anhydride

→

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

収率 81.5%

溶媒

xylene

methanol

methanol

反応条件

後処理

1. 1
   その他Into a 100 ml glass reactor equipped with a reflux condenser and a stirrer
2. 2
   温度under reflux
3. 3
   温度After cooling
4. 4
   温度Then, under reflux
5. 5
   workup.STIRRINGthe mixture was stirred for one hour
6. 6
   workup.STIRRINGthe mixture was stirred for 12 hors
7. 7
   温度under reflux
8. 8
   温度After cooling
9. 9
   workup.STIRRINGthe mixture was stirred
10. 10
    その他The organic layer was separated
11. 11
    workup.STIRRINGstirred at 140° C. for 2 hours
12. 12
    その他After completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution
13. 13
    workup.ADDITIONwas added
14. 14
    workup.STIRRINGstirred
15. 15
    その他The aqueous phase was separated
16. 16
    抽出extracted with ethyl acetate
17. 17
    workup.DISTILLATIONThe solvent was distilled off

実験手順

Into a 100 ml glass reactor equipped with a reflux condenser and a stirrer, 10 g (0.0397 mol) of the tetrafluorophthalic anhydride prepared in Example 3 and 20 ml of methanol were charged, and the mixture was stirred for 2 hours under reflux. After cooling, 42.8 g (0.079 mol) of a 10% methanol solution of sodium methoxide was dropwise added thereto. Then, under reflux, the mixture was stirred for one hour. Then, 15.9 g of a 10% sodium hydroxide aqueous solution was added thereto and the mixture was stirred for 12 hors under reflux. After cooling, 8 g of a 20% hydrochloric acid aqueous solution was added. Further, 21.1 g (0.0596 mol) of trioctylamine and 40 g of xylene were added thereto, and the mixture was stirred. The organic layer was separated and stirred at 140° C. for 2 hours. After completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution was added thereto and stirred. The aqueous phase was separated and neutralized with a 10% hydrochloric acid aqueous solution and extracted with ethyl acetate. The solvent was distilled off to obtain 6.7 g of 3-methoxy-2,4,5-trifluorobenzoic acid. The yield was 81.5%.

出典