Hydrochloric Acid → 2,4,5-Trifluoro-3-methoxybenzoic acid

HRID 259963

반응식

HRID 259963 반응식
[F:1][C:2]1[C:3](F)=[C:4]([F:14])[C:5]([F:13])=[C:6]2C(=O)[O:10][C:8](=[O:9])[C:7]=12.[CH3:16][O-:17].[Na+].[OH-].[Na+].Cl.C(N(CCCCCCCC)CCCCCCCC)CCCCCCC>C1(C)C(C)=CC=CC=1.CO>[CH3:16][O:17][C:3]1[C:2]([F:1])=[C:7]([CH:6]=[C:5]([F:13])[C:4]=1[F:14])[C:8]([OH:10])=[O:9]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 14227TrioctylamineHCID 14798Sodium HydroxideHCID 69545Tetrafluorophthalic anhydrideHCID 10942334Sodium Methoxide

생성물 1

HCID 27339702,4,5-Trifluoro-3-methoxybenzoic acid수율 81.5%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 7237O-Xylene용매

실험 절차

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%.

후처리

  1. customInto a 100 ml glass reactor equipped with a reflux condenser and a stirrer
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. temperatureThen, under reflux
  5. stirringthe mixture was stirred for one hour
  6. stirringthe mixture was stirred for 12 hors
  7. temperatureunder reflux
  8. temperatureAfter cooling
  9. stirringthe mixture was stirred
  10. customThe organic layer was separated
  11. stirringstirred at 140° C. for 2 hours
  12. customAfter completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution
  13. additionwas added
  14. stirringstirred
  15. customThe aqueous phase was separated
  16. extractionextracted with ethyl acetate
  17. distillationThe solvent was distilled off

출처 및 근거

ORD 기록
ord-04919f6c8d2544c5adf2e90f16b6d4f1
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05523476

연결된 노트

불러오는 중…