Potassium Carbonate → Benzoic acid, 2-amino-4-cyano-, methyl ester

HRID 1442578노트

반응식

HRID 1442578 반응식
C(=O)([O-])[O-].[K+].[K+].[C:7]([C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([NH:19]C(=O)C(F)(F)F)[CH:10]=1)#[N:8]>CO>[NH2:19][C:11]1[CH:10]=[C:9]([C:7]#[N:8])[CH:18]=[CH:17][C:12]=1[C:13]([O:15][CH3:16])=[O:14]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 58610113Methyl 4-cyano-2-(2,2,2-trifluoroacetamido)benzoate

생성물 1

HCID 10103677Benzoic acid, 2-amino-4-cyano-, methyl ester수율 77.1%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

Potassium carbonate (60.3 g, 436 mmol) was added to a methanol suspension (850 mL) of methyl 4-cyano-2-[(trifluoroacetyl)amino]benzoate (108 g, 397 mmol) and the mixture was stirred at 50° C. for 2 hours. After cooling, methanol was distilled off under reduced pressure and water was added to the residue. The mixture was extracted twice with ethyl acetate. The combined organic layers were washed with 0.5M hydrochloric acid and then saturated brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was crystallized from ethyl acetate-diisopropyl ether to give the title compound (53.9 g, 76%).

후처리

  1. temperatureAfter cooling
  2. distillationmethanol was distilled off under reduced pressure and water
  3. additionwas added to the residue
  4. extractionThe mixture was extracted twice with ethyl acetate
  5. washThe combined organic layers were washed with 0.5M hydrochloric acid
  6. dry with materialsaturated brine, dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was crystallized from ethyl acetate-diisopropyl ether

출처 및 근거

ORD 기록
ord-01abe0416892488892364ae521688015
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07659267B2

반응 노트

불러오는 중…