Hydrochloric Acid → 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylic acid

HRID 2221777ノート

反応式

HRID 2221777 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:47]=[CH:46][C:18]2[C:19]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[C:20]([CH2:22][O:23][C:24]3[C:28]([C:29]([O:31]CC)=[O:30])=[CH:27][N:26]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[N:25]=3)[O:21][C:17]=2[CH:16]=1.O1CCCC1.[OH-].[Na+].Cl>O.C(O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:47]=[CH:46][C:18]2[C:19]([C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)=[C:20]([CH2:22][O:23][C:24]3[C:28]([C:29]([OH:31])=[O:30])=[CH:27][N:26]([C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)[N:25]=3)[O:21][C:17]=2[CH:16]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 69217630ethyl 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylate

生成物 1

HCID 692142743-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylic acid収率 92%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a mixture of ethyl 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylate (0.40 g), tetrahydrofuran (3 mL) and ethanol (3 mL) was added 1N aqueous sodium hydroxide solution (3 mL), and the mixture was heated under reflux for 1 hr. The reaction mixture was neutralized by adding 1N hydrochloric acid and water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylic acid as colorless crystals (0.35 g, yield 92%). Recrystallization from tetrahydrofuran-hexane gave colorless prism crystals. melting point: 200-201° C.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-aa1c3d5d24644850a73453eaccb5aea1
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

読み込み中…