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

HRID 654033ノート

反応式

HRID 654033 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ea1174608aeb4bfea10cc91f12ca8abe
出典データセット
uspto-grants-1992_07
特許番号
US05130119

反応ノート

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