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4-((3-((Tert-butyldimethylsilyl)oxy)phenyl)(hydroxy)methyl)-N,N-diethylbenzamide → 4-(3-((tert-butyldimethylsilyl)oxy)benzoyl)-N,N-diethylbenzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-((3-((Tert-butyldimethylsilyl)oxy)phenyl)(hydroxy)methyl)-N,N-diethylbenzamide | HCID 22350014 | — |
| 反応物 | HCID 178418287 | HCID 178418287 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(3-((tert-butyldimethylsilyl)oxy)benzoyl)-N,N-diethylbenzamide | HCID 54573697 | 66.1% |
反応手順
Pyridinium chlorochromate (46.5 g, 0.216 mol) was added to a solution of 4-(3-(tert-butyldimethylsilyloxy)-α-hydroxybenzyl)-N,N-diethylbenzamide (44.6 g, 0.108 mol) from Example 11 in 600 mL dichloromethane at 0° C. The solution was stirred overnight at room temperature and filtered through Celite. The filtrate was concentrated to a volume of 150 mL and purified by chromatography on silica gel with ethyl acetate (5-40%) in hexane to give 29.4 g (66%) of 4-(3-((tert-butyldimethylsilyl)oxy)benzoyl)-N,N-diethylbenzamide as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05854249 |
| 出典データセット | uspto-grants-1998_12 |
| ORD ID | ord-7a9207e51ffc44d2b2b0f9edd91e0877 |
| 出典メモ | uspto-grants-1998_12 |