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Triethylamine → 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| 反応物 | (2S)-1,1,1-Trifluoropropan-2-ol | HCID 6999971 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate | HCID 68756210 | — |
反応手順
Triethylamine (2.3 mL) is added to a solution of 4-dimethylaminopyridine (13 mg), (S)-1,1,1-trifluoro-propan-2-ol (75% in tert-butyl methyl ether; 2.00 g), and 4-nitrophenyl chloroformate (2.90 g) in dichloromethane (80 mL) chilled in an ice bath. The solution is stirred in the cooling bath for 30 min and then at room temperature overnight. The solution is washed with 10% aqueous K2CO3 solution and water and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (dichloromethane) to give the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08975277B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-caff9032d4db43b69739e4b24baae42a |
| 出典メモ | uspto-grants-2015_03 |