HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| Edukt | Bis(tetrabutylammonium) sulphate | HCID 11433187 | — |
| Edukt | t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate | HCID 68697680 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate | HCID 86609359 | 76,6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07728005B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-f3dc3c9b14454ea5a9913cceb9841054 |
| Quellennotiz | uspto-grants-2010_06 |