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Sodium Hydroxide → (4'-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-6-hydroxy-5-methoxy-biphenyl-3-yl)-acetic Acid

HRID 547142
ノート
印刷プレビュー

反応式

HRID 547142 の反応式
[OH-].[Na+].C[O:4][C:5](=[O:42])[CH2:6][C:7]1[CH:8]=[C:9]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([CH2:40][CH3:41])([C:25]3[CH:30]=[CH:29][C:28](/[CH:31]=[CH:32]/[C:33]([CH2:37][CH3:38])([OH:36])[CH2:34][CH3:35])=[C:27]([CH3:39])[CH:26]=3)[CH2:23][CH3:24])=[CH:18][CH:17]=2)[C:10]([OH:15])=[C:11]([O:13][CH3:14])[CH:12]=1.[Cl-].[NH4+]>CO.O1CCCC1>[CH2:23]([C:22]([C:19]1[CH:18]=[CH:17][C:16]([C:9]2[C:10]([OH:15])=[C:11]([O:13][CH3:14])[CH:12]=[C:7]([CH2:6][C:5]([OH:42])=[O:4])[CH:8]=2)=[CH:21][CH:20]=1)([C:25]1[CH:30]=[CH:29][C:28](/[CH:31]=[CH:32]/[C:33]([CH2:34][CH3:35])([OH:36])[CH2:37][CH3:38])=[C:27]([CH3:39])[CH:26]=1)[CH2:40][CH3:41])[CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 57708998(4'-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-6-hydroxy-5-methoxy-biphenyl-3-yl)-acetic acid methyl ester

生成物 1

HCID 57708922(4'-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-6-hydroxy-5-methoxy-biphenyl-3-yl)-acetic Acid収率 6%

試薬・触媒・溶媒 1

HCID 21899815
MeOH tetrahydrofuran
溶媒

実験手順

A 1 N sodium hydroxide aqueous solution (0.203 mL, 0.203 mmol) was added to a solution of (4′-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-6-hydroxy-5-methoxy-biphenyl-3-yl)-acetic acid methyl ester (Example 178-(3); 22.1 mg, 0.041 mmol) in methanol-tetrahydrofuran (1:1, 4 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (chloroform:methanol=10:1) to give the target compound as a colorless oil (1.3 mg, 6%).

後処理

  1. extractionfollowed by extraction with dichloromethane
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel chromatography (chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-04b52b706e0841859c7ce6fa322fbcc5
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07935688B2

反応ノート

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