Hydrochloric Acid → (S)-7-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)benzo(b)furan-2-carboxylic Acid

HRID 460562

반응식

HRID 460562 반응식
[OH:1][C@@H:2]([CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)[CH2:22][CH2:21]1)[CH2:3][O:4][C:5]1[C:10]2[O:11][C:12]([C:14]([O:16]CC)=[O:15])=[CH:13][C:9]=2[CH:8]=[CH:7][CH:6]=1.[OH-].[Na+].Cl>CO>[OH:1][C@@H:2]([CH2:19][N:20]1[CH2:21][CH2:22][CH:23]([C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)[CH2:24][CH2:25]1)[CH2:3][O:4][C:5]1[C:10]2[O:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 60077908ethyl (S)-7-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)benzo(b)furan-2-carboxylate

생성물 1

HCID 60078085(S)-7-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)benzo(b)furan-2-carboxylic Acid수율 81.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of ethyl (S)-7-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)benzo(b)furan-2-carboxylate (5.2 g) in methanol (50 ml) was added 10% saturated aqueous sodium hydroxide solution (50 ml) and the mixture was refluxed under heating for 1 hr. The reaction mixture was made acidic (pH 1) with conc. hydrochloric acid and extracted with chloroform. The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (4.0 g) as a brown oil.

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 1 hr
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-049a1f55c1d3412fb30295ab1b671808
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196199B2

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