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Imidazole → 4-[(tert-Butyldimethylsilyl)oxy]-N-methylaniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | n-Methyl-p-aminophenol | HCID 5931 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-[(tert-Butyldimethylsilyl)oxy]-N-methylaniline | HCID 13417352 | 43.6% |
反応手順
A solution of 4-(methylamino)phenol (5.0 g, 29 mmol), TBDMSCl (4.8 g, 32 mmol) and imidazole (9.9 g, 0.15 mol) in DCM was stirred at r.t. for 1 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was dried (Na2SO4), concentrated and purified by silica gel chromatography (PE:EtOAc=10:1) to give 3.0 g (43%) of the title compound as a dark green oil. [M+H] Calc'd for C13H23NOSi, 238. Found, 238.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447046B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-5dd49465ed79419d95b3eac04ff6c8cb |
| 出典メモ | uspto-grants-2016_09 |