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Sodium hydride → HCID 58237555, Verbindung

HRID 885291
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 885291
[CH3:1][C@H:2]1[C@@H:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[O:5][C:4](=[O:13])[NH:3]1.[H-].[Na+].[CH2:16]([O:18][C:19](=[O:38])[CH2:20][C:21]1[CH:26]=[C:25]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][C:29]=2[CH2:35]Br)[CH:24]=[CH:23][C:22]=1[Cl:37])[CH3:17]>O1CCOCC1>[CH2:16]([O:18][C:19](=[O:38])[CH2:20][C:21]1[CH:26]=[C:25]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][C:29]=2[CH2:35][N:3]2[C@@H:2]([CH3:1])[C@@H:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[O:5][C:4]2=[O:13])[CH:24]=[CH:23][C:22]=1[Cl:37])[CH3:17]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 24758Sodium hydride2×HCID 8531614-Methyl-5-phenyl-2-oxazolidinone, (4S,5R)-2×HCID 58237429[5-(4-Bromo-2-bromomethyl-phenoxy)-2-chloro-phenyl]acetic acid ethyl ester

Produkt 1

HCID 58237555HCID 58237555, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-Dioxane
Lösungsmittel

Versuchsvorschrift

(4S,5R)-(−)-4-Methyl-5-phenyl-2-oxazolidinone (0.062 g, 0.35 mmol) was added to a vial containing sodium hydride (60% in mineral oil; 0.015 g, 0.38 mmol) in 1,4-dioxane (10 mL). After stirring for 30 minutes at room temperature, the mixture was added to a vial containing [5-(4-bromo-2-bromomethyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester (0.15 g, 0.32 mmol) at 10° C. The reaction was stirred at room temperature overnight, and then additional (4S,5R)-(−)-4-methyl-5-phenyl-2-oxazolidinone (0.062 g, 0.35 mmol), pretreated with sodium hydride (60% in mineral oil; 0.015 g, 0.38 mmol), was added and the reaction was stirred overnight. Once no starting material was observed by analytical LCMS, the mixture was carried forward to the hydrolysis step.

Aufarbeitung

  1. additionthe mixture was added to
  2. stirringThe reaction was stirred at room temperature overnight
  3. additionwas added
  4. stirringthe reaction was stirred overnight
  5. customthe mixture was carried forward to the hydrolysis step

Quellen und Nachweise

ORD-Eintrag
ord-667a3c9540664029a39fbe9f1dbf5271
Quelldatensatz
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08242145B2

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