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4-Nitrophenol → tert-Butyldimethyl(4-nitrophenoxy)silane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Nitrophenol | HCID 980 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | tert-Butyldimethyl(4-nitrophenoxy)silane | HCID 532659 | 100% |
反応手順
4-Nitrophenol (5.6 g, 40 mmol) was dissolved in CH2Cl2 (200 ml) and stirred at room temperature in the presence of tertbutyldimethyl-silyl chloride (7.8 g, 52 mmol), 4-dimethylaminopyridine (0.1 g, 0.8 mmol) and triethylamine (7.2 ml, 52 mmol). After 30 minutes at room temperature, the reaction mixture was washed with H2O (2×200 ml) and the resulting aqueous phases were extracted with CH2Cl2 (100 ml). The combined organic phases were dried over Na2SO4 and concentrated. The residue was chromatographed over silica gel (hexane-ether 9:1) to provide tert-Butyl-dimethyl-(4-nitro-phenoxy)-silane (10 g, 100%) as a yellow solid, m.p. 36°-38° C. and MS: m/e=253 (M+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05889026 |
| 出典データセット | uspto-grants-1999_03 |
| ORD ID | ord-f731cdad91b249178cadff74b1ee40cb |
| 出典メモ | uspto-grants-1999_03 |