Hydrochloric Acid → 4-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid

HRID 2191666노트

반응식

HRID 2191666 반응식
[OH-].[Na+].CC(O)C.[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[C:16]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.Cl>C(OCC)(=O)C>[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:24][C:25]3[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=3)[CH:15]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 57668066Methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate

생성물 1

HCID 576680024-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid수율 20.9%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

10% Sodium hydroxide aqueous solution 0.25 mL was added to a suspension of 2-propanol 2.0 mL of methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate 40 mg at room temperature, and it was heated and refluxed for 5 hours. After the reaction mixture was cooled to room temperature,1.0 mol/L hydrochloric acid and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue, and solid matter was filtrated to give 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid 8 mg of white solid.

후처리

  1. temperatureit was heated
  2. temperaturerefluxed for 5 hours
  3. customThe organic layer was separated
  4. customthe solvent was removed under reduced pressure
  5. additionDiisopropyl ether and hexane were added to the obtained residue, and solid matter
  6. filtrationwas filtrated

출처 및 근거

ORD 기록
ord-0ee9a5cb7b074377be538df55908c6e4
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08327467B2

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