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Ethanol → HCID 178513659, Verbindung

HRID 1625210
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1625210
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]2[CH:16]=[C:15]([N:17]3[C:21]4=[N:22][CH:23]=[CH:24][C:25]([C:26]5[CH:27]=[N:28][C:29]6[C:34]([CH:35]=5)=[CH:33][CH:32]=[CH:31][CH:30]=6)=[C:20]4[C:19]([C:36]([F:39])([F:38])[F:37])=[N:18]3)[CH:14]=[CH:13][C:10]=2[C:11]#[N:12])[CH2:4][CH2:3]1.C([OH:42])C.[OH-].[Na+].OO>CS(C)=O.O.C(OCC)(=O)C>[OH:1][C@H:2]1[CH2:3][CH2:4][C@H:5]([NH:8][C:9]2[CH:16]=[C:15]([N:17]3[C:21]4=[N:22][CH:23]=[CH:24][C:25]([C:26]5[CH:27]=[N:28][C:29]6[C:34]([CH:35]=5)=[CH:33][CH:32]=[CH:31][CH:30]=6)=[C:20]4[C:19]([C:36]([F:39])([F:38])[F:37])=[N:18]3)[CH:14]=[CH:13][C:10]=2[C:11]([NH2:12])=[O:42])[CH2:6][CH2:7]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 702EthanolHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 178510018HCID 178510018, Verbindung

Produkt 1

HCID 178513659HCID 178513659, VerbindungAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679
Dimethyl Sulfoxide
Lösungsmittel
2×
HCID 962WaterLösungsmittel2×
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Compound (1f) (0.450 g) was dissolved in dimethyl sulfoxide (hereinafter referred to as DMSO, 2 mL) and ethanol (4 mL). An aqueous sodium hydroxide solution (4 M, 0.851 mL) and a 30% hydrogen peroxide solution (0.193 mL) were added to the resulting solution in this order at room temperature, followed by stirring for 30 min. Water was added to the reaction solution, the reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with saturated saline. The organic layer after the washing was dried over anhydrous sodium sulfate, and then the solvent was distilled away. The residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (1) (0.300 g, 65%) as a white solid.

Aufarbeitung

  1. washthe organic layer was washed with saturated saline
  2. dry with materialThe organic layer after the washing was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled away
  4. customThe residue was purified by neutral silica gel column chromatography (chloroform/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-eddd1e6bd28c454b8247f5c4d856e6b2
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08779142B2

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