Sodium Hydroxide → 2-Benzyloxy-5-fluoro-3-(2,2,2-trifluoroethylcarbamoyl)-benzoic acid

HRID 654033노트

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HRID 654033 반응식
C([O:3][C:4](=[O:28])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([C:12](=[O:19])[NH:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:6]=1[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)C.[OH-].[Na+]>O1CCOCC1>[CH2:21]([O:20][C:6]1[C:7]([C:12](=[O:19])[NH:13][CH2:14][C:15]([F:16])([F:17])[F:18])=[CH:8][C:9]([F:11])=[CH:10][C:5]=1[C:4]([OH:28])=[O:3])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 150576482-Benzyloxy-5-fluoro-(2,2,2-trifluoroethylcarbamoyl)-benzoic acid ethyl ester

생성물 1

HCID 150576492-Benzyloxy-5-fluoro-3-(2,2,2-trifluoroethylcarbamoyl)-benzoic acid

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
40 °C

실험 절차

10.78 g (27 mmol) of 2-benzyloxy-5-fluoro-(2,2,2-trifluoroethylcarbamoyl)-benzoic acid ethyl ester is dissolved in 60 ml of dioxane, the solution is mixed with 17.5 ml (35 mmol) of 2N sodium hydroxide solution, stirred for 1 hour at room temperature and 1 hour at 40° C. The reaction mixture is concentrated by evaporation under reduced pressure, the residue is taken up in 80 ml of water, acidified to pH 1 with concentrated hydrochloric acid. In this case, the acid precipitates mostly at amorphous solid. It is suctioned off and washed with a little water. The aqueous phase is shaken out several times with ethyl acetate. The ethyl acetate extract is concentrated by evaporation and the residue is combined with the precipitate from the water. It is dried in a vacuum for 48 hours at 50° C. Yield: 8.38 g (22.57 mmol) =83.6% of the theoretical yield is obtained as an amorphous solid.

후처리

  1. concentrationThe reaction mixture is concentrated by evaporation under reduced pressure
  2. customIn this case, the acid precipitates mostly at amorphous solid
  3. washwashed with a little water
  4. stirringThe aqueous phase is shaken out several times with ethyl acetate
  5. extractionThe ethyl acetate extract
  6. concentrationis concentrated by evaporation
  7. customIt is dried in a vacuum for 48 hours at 50° C
  8. customYield: 8.38 g (22.57 mmol) =83.6% of the theoretical yield
  9. customis obtained as an amorphous solid

출처 및 근거

ORD 기록
ord-ea1174608aeb4bfea10cc91f12ca8abe
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05130119

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