HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Fluorophenol → 4-(5-(tert-butyldimethylsilyloxy)-2-fluoro-alpha-hydroxybenzyl)-N,N-diethylbenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Fluorophenol | HCID 9707 | — |
| Edukt | tert-Butyl(2-fluorophenoxy)dimethylsilane | HCID 597214 | — |
| Edukt | N,N-diethyl-4-formylbenzamide | HCID 10954698 | — |
| Edukt | CID 53628100 | HCID 178418400 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(5-(tert-butyldimethylsilyloxy)-2-fluoro-alpha-hydroxybenzyl)-N,N-diethylbenzamide | HCID 54114191 | 34% |
Reaktionsschritte
tert-Butyldimethylsilyl 2-fluorophenyl ether (2.73 g, 12 mmol), prepared from 2-fluorophenol by the method in Example 1, was treated with sec-butyllithium (11 mL of 1.1M solution in cyclohexane) and 4-formyl-N,N-diethylbenzamide, (2.46 g, 12 mmol) from Example 11, by the procedure described in Example 29. Chromatography on silica gel with 1% methanol in dichloromethane gave 1.77 g (34%) of 4-(5-(tert-butyldimethylsilyloxy)-2-fluoro-α-hydroxybenzyl)-N,N-diethylbenzamide as a yellow oil that crystallized on standing.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05854249 |
| Quelldatensatz | uspto-grants-1998_12 |
| ORD ID | ord-b52f92addf7a435eb1ef7d93defd9f26 |
| Quellennotiz | uspto-grants-1998_12 |