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Sodium Bicarbonate → HCID 69722150, Verbindung

HRID 2307717
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2307717
C([O:4][C:5]1[CH:13]=[C:12]([C:14]([N:16]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]3[CH:40]=[CH:39][C:38](Cl)=[CH:37][CH:36]=3)[CH:29]=2)[C@@H:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][CH2:19][CH2:18]2)=[O:15])[C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[C:42]([OH:44])=[O:43])(=O)C.C([O-])(O)=O.[Na+]>CO.O>[OH:4][C:5]1[CH:13]=[C:12]([C:14]([N:16]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:29]=2)[C@@H:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][CH2:19][CH2:18]2)=[O:15])[C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[C:42]([OH:44])=[O:43]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 516892Sodium BicarbonateHCID 69721153HCID 69721153, Verbindung

Produkt 1

HCID 69722150HCID 69722150, VerbindungAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The products from Example 104B (0.97 g, 1.68 mmol) in methanol (60 mL) were treated with NaHCO3 (3.9 g, 46.4 mmol) in water (30 mL) and the mixture was stirred at room temperature for 24 hours. The methanol was removed under reduced pressure and the remaining aqueous solution was acidified to pH 1 with 1N HCl. The acidified solution was extracted with ethyl acetate (5×15 mL). The organic extracts were combined, washed with brine (10 mL), dried over Na2SO4, filtered and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, 9:1 CH2Cl2:methanol to 8:2 CH2Cl2:methanol) to provide the title compounds as a foamy white solid (208 mg, 23%).

Aufarbeitung

  1. customThe methanol was removed under reduced pressure
  2. extractionThe acidified solution was extracted with ethyl acetate (5×15 mL)
  3. washwashed with brine (10 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under reduced pressure
  7. customThe residue was purified by flash chromatography (silica gel, 9:1 CH2Cl2:methanol to 8:2 CH2Cl2:methanol)

Quellen und Nachweise

ORD-Eintrag
ord-e7ab818ab45549dfa9d6169a992ec068
Quelldatensatz
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06831193B2

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