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Sodium Thiosulfate → Trifluoroacetic acid

HRID 70711
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 70711
ClC1C=CC=[C:4]([C:8](OO)=O)[CH:3]=1.[CH:12]1([O:17][CH:18]([C:30]2[CH:35]=[CH:34][C:33](SC3CC3)=[CH:32][CH:31]=2)[C:19]2[NH:24][C:23](=[O:25])[C:22]([C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1.[S:40]([O-:44])([O-])(=[O:42])=S.[Na+].[Na+].[C:47](=[O:50])(O)[O-:48].[Na+]>C(Cl)(Cl)Cl>[F:27][C:26]([F:29])([F:28])[C:47]([OH:48])=[O:50].[CH:12]1([O:17][CH:18]([C:30]2[CH:31]=[CH:32][C:33]([S:40]([CH:8]3[CH2:4][CH2:3]3)(=[O:44])=[O:42])=[CH:34][CH:35]=2)[C:19]2[NH:24][C:23](=[O:25])[C:22]([C:26]([F:29])([F:27])[F:28])=[CH:21][CH:20]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1
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Komponenten

7

Edukt 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 58452349HCID 58452349, Verbindung

Produkt 2

HCID 6422Trifluoroacetic acidAusbeute 0,1 %HCID 58452908HCID 58452908, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

3-Chloroperbenzoic acid (31 mg) was added to a solution of 6-{(cyclopentyloxy)[4-(cyclopropylsulfanyl)phenyl]methyl}-3-(trifluoromethyl)pyridin-2(1H)-one (25 mg) in chloroform (1 mL), and the mixture was stirred at room temperature overnight. A sodium thiosulfate solution and aqueous sodium bicarbonate were added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC (Waters Sunfire 19×150 mm 5 μm, rate: 20 mL/min, eluent: A=acetonitrile, B=0.1% trifluoroacetic acid solution, gradient: 10 to 90%) to give the title compound as a colorless amorphous (7 mg, 26%).

Aufarbeitung

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customafter which the solvent was evaporated under reduced pressure
  4. customThe residue was purified by preparative HPLC (Waters Sunfire 19×150 mm 5 μm, rate

Quellen und Nachweise

ORD-Eintrag
ord-01c13c1fe8664388bf3b8405f5196636
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08822503B2

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