Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanesulfonic Acid | HCID 6395 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Benzyl-{2-[4-(4-phenyl-thiazol-2-yl)-phenoxy]-ethyl}-carbamate | HCID 12071998 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 12071999 | HCID 12071999 | 78% |
Reaktionsschritte
Benzyl-{2-[4-(4-phenyl-thiazol-2-yl)-phenoxy]-ethyl}-carbamate (396 mg, 0.92 mmol) was dissolved in methylene chloride (4.6 ml) and methanesulfonic acid (0.895 ml, 13.8 mmol) was added dropwise to give a homogenous yellow solution. The reaction mixture was allowed to stir for about sixteen hours, diluted with methylene chloride, and was brought to basic pH (12-13) with 1M sodium hydroxide. The mixture was then extracted with methylene chloride, and the combined organic extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting crude material was purified by column chromatography (silica gel; methylene chloride to 2% methanol/methylene chloride) to afford the product in 78% yield (213 mg). LRMS ([M+H]+)=297.2.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06706743B2 |
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| Quelldatensatz | uspto-grants-2004_03 |
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| ORD ID | ord-a2226b9dd8a348c5915961ee284ee18f |
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| Quellennotiz | uspto-grants-2004_03 |
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