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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
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HRID 547142 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 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

생성물 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 Acid수율 6%

시약·촉매·용매 1

HCID 21899815
MeOH tetrahydrofuran
용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-04b52b706e0841859c7ce6fa322fbcc5
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935688B2

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