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2-Fluorophenol → 4-(5-(tert-butyldimethylsilyloxy)-2-fluoro-alpha-hydroxybenzyl)-N,N-diethylbenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Fluorophenol | HCID 9707 | — |
| 反応物 | tert-Butyl(2-fluorophenoxy)dimethylsilane | HCID 597214 | — |
| 反応物 | N,N-diethyl-4-formylbenzamide | HCID 10954698 | — |
| 反応物 | CID 53628100 | HCID 178418400 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(5-(tert-butyldimethylsilyloxy)-2-fluoro-alpha-hydroxybenzyl)-N,N-diethylbenzamide | HCID 54114191 | 34% |
反応手順
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-butyidimethylsilyloxy)-2-fluoro-α-hydroxybenzyl)-N,N-diethylbenzamide as a yellow oil that crystallized on standing.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05658908 |
| 出典データセット | uspto-grants-1997_08 |
| ORD ID | ord-ad0111c3fc5b49a9b471ef743a51984e |
| 出典メモ | uspto-grants-1997_08 |