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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12416Erstellt: 23. Oktober 2026

Sodium Hydroxide → t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate

https://huagongshe.com/de/reaction/12416

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktBenzene, 1-(bromomethyl)-3-nitro-HCID 77568—
EduktBis(tetrabutylammonium) sulphateHCID 11433187—
Eduktt-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamateHCID 68697680—
LösungsmittelBenzeneHCID 241—
LösungsmittelEthyl AcetateHCID 8857—
Produktt-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamateHCID 8660935976,6%

Reaktionsschritte

To t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate (300 mg) obtained in Step 1 of Example 118 were added 3-nitrobenzyl bromide (254 mg), tetrabutylammonium sulfate (91 mg), benzene (2.3 ml) and 50% aqueous sodium hydroxide solution (2.3 ml), and the mixture was stirred at room temperature for 1.5 hrs. The mixture was diluted with ethyl acetate and, after washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (340 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728005B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-f3dc3c9b14454ea5a9913cceb9841054
Quellennotizuspto-grants-2010_06