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

HRID 460562ノート

反応式

HRID 460562 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-049a1f55c1d3412fb30295ab1b671808
出典データセット
uspto-grants-2007_03
特許番号
US07196199B2

反応ノート

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