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

HRID 460562

Reaktionsgleichung

Reaktionsgleichung von HRID 460562
[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

Komponenten

5

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-049a1f55c1d3412fb30295ab1b671808
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196199B2

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