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Sodium Hydroxide → 3-{6-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid

HRID 215832
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 215832
[OH-].[Na+].C([O:5][C:6](=[O:38])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:15]=[N:16][C:17]([O:20][CH2:21][C:22]3[C:23]([C:30]4[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=4[Cl:37])=[N:24][O:25][C:26]=3[CH:27]([CH3:29])[CH3:28])=[CH:18][CH:19]=2)[CH:8]=1)C>O.C(O)C>[Cl:36][C:35]1[CH:34]=[CH:33][CH:32]=[C:31]([Cl:37])[C:30]=1[C:23]1[C:22]([CH2:21][O:20][C:17]2[N:16]=[CH:15][C:14]([O:13][C:9]3[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=3)[C:6]([OH:38])=[O:5])=[CH:19][CH:18]=2)=[C:26]([CH:27]([CH3:29])[CH3:28])[O:25][N:24]=1
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Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 672972823-{6-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid ethyl ester

Produkt 1

HCID 250031103-{6-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962
Water
Lösungsmittel

Versuchsvorschrift

NaOH (0.228 g, 5.7 mmol) in water (0.25 ml) was added to a solution of 3-{6-[3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid ethyl ester (0.157 g, 0.3 mmol) in ethanol (5 ml) and the reaction mixture was stirred at room temperature for 50 h. The solvent was removed under reduced pressure and the residue diluted with water (1.5 ml) and acidified to pH 6. The resulting solution was extracted with ethyl acetate and the extract was dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to afford 3-{6-[3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-pyridin-3-yloxy}-benzoic acid as colorless oil. Yield 0.14 g (33%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue diluted with water (1.5 ml)
  3. extractionThe resulting solution was extracted with ethyl acetate
  4. dry with materialthe extract was dried over anhydrous Na2SO4
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c7b273c3f23a430cbcbf7a4a1f28ee25
Quelldatensatz
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08193192B2

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