参与物
| 角色 | 名称 | HCID | 投料 |
|---|
| 反应物 | 咪唑 | HCID 795 | — |
| 反应物 | 氟化钠 | HCID 5235 | — |
| 反应物 | 乙酸乙酯 | HCID 8857 | — |
| 反应物 | 叔丁基二甲基氯硅烷 | HCID 28928 | — |
| 反应物 | 3-氨基-5-三氟甲基苯甲酸 | HCID 609556 | — |
| 反应物 | Aluminium lithium hydride | HCID 21226445 | — |
| 溶剂 | 聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] | HCID 962 | — |
| 溶剂 | 二氯甲烷 | HCID 6344 | — |
| 溶剂 | 四氢呋喃 | HCID 8028 | — |
| 产物 | 3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-trifluoromethyl-phenylamine | HCID 137329775 | — |
反应步骤
To a solution of 3-Amino-5-trifluoromethyl-benzoic acid (2.0 g, 9.76 mmol) in THF (40 mL) at 0° C. is added LiAlH4 in THF (1 M, 39 mL). The mixture is warmed to reflux and stirred for 62 h. The mixture is then cooled to 0° C. and NaF (2.2 g) is added followed by H2O (3.8 mL). The slurry is stirred for 10 minutes and then allowed to warm to rt and stir an additional 40 min. The mixture is filtered and the solid is rinsed with EtOAc and MeOH. The filtrate is concentrated and the crude residue is mixed with imidazole (2.66 g, 39 mmol) and DCM (30 mL) at 0° C. TBSCl (3.5 g, 23.4 mmol) is added and the mixture is stirred at rt for 5 h. The reaction mixture is then diluted with EtOAc, washed with saturated aqueous NaHCO3, brine, and dried over Na2SO4. Concentration provides the title compound that is carried on to next step without further purification. MS (ESI) m/z 306.1 (M+1).
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 专利号 | US08541432B2 |
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| 来源数据集 | uspto-grants-2013_09 |
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| ORD ID | ord-1875c82f897145ed8ba3994b007c15ee |
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| 来源说明 | uspto-grants-2013_09 |
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