Sodium Hydroxide → 2-((S)-6-((R)-7-Fluoro-4-(4-(3-hydroxy-3-methylbutoxy)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid
Reaktionsgleichung
[OH-].[Na+].[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([O:35][CH2:36][CH2:37][C:38]([OH:41])([CH3:40])[CH3:39])=[CH:30][C:29]=2[CH3:42])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([O:24]C)=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2>CO>[F:3][C:4]1[CH:5]=[CH:6][C:7]([C:28]2[C:33]([CH3:34])=[CH:32][C:31]([O:35][CH2:36][CH2:37][C:38]([OH:41])([CH3:39])[CH3:40])=[CH:30][C:29]=2[CH3:42])=[C:8]2[C:12]=1[C@H:11]([O:13][C:14]1[CH:27]=[CH:26][C:17]3[C@H:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:19][O:20][C:16]=3[CH:15]=1)[CH2:10][CH2:9]2Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
1 M aqueous NaOH solution (420 μL) is added to a solution of methyl 2-((S)-6-((R)-7-fluoro-4-(4-(3-hydroxy-3-methylbutoxy)-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (155 mg) in methanol (4 mL) at room temperature. The mixture is stirred at room temperature for 12 hours. The organic solvents are evaporated in vacuo. The residue is diluted with water and neutralized with 1 M aqueous HCl solution (420 μL). The mixture is stirred for 1 hour. The precipitate formed is filtered off, washed with water and dried in vacuo to give the title compound. Yield: 110 mg; LC (method 4): tR=1.85 min; Mass spectrum (ESI+): m/z=535 [M+H]+.
Aufarbeitung
- customThe organic solvents are evaporated in vacuo
- additionThe residue is diluted with water and neutralized with 1 M aqueous HCl solution (420 μL)
- stirringThe mixture is stirred for 1 hour
- customThe precipitate formed
- filtrationis filtered off
- washwashed with water
- customdried in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-fdd9576e9b8a47faa2e6d091e9fc5274
- Quelldatensatz
- uspto-grants-2014_02
- Patentnummer
- US08642585B2
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