反应方程式
Brc1ccc(OCc2ccccc2)cc1.C[C@H](CN)O[Si](C)(C)C(C)(C)C>CC(=O)O.CC(=O)O.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>C[C@H](CNc1ccc(OCc2ccccc2)cc1)O[Si](C)(C)C(C)(C)C参与物
反应条件
- 温度
- 120 °C
实验过程
Palladium(II) acetate (0.427 g, 1.90 mmol) and dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (0.906 g, 1.90 mmol) were added in one portion to a degassed solution of 1-(benzyloxy)-4-bromobenzene (5 g, 19.00 mmol), (R)-2-(tert- butyldimethylsilyloxy)propan-1-amine (4.32 g, 22.80 mmol) and Cesium carbonate (2.281 mL, 28.50 mmol) in toluene (75 mL) at 20°C under nitrogen. The resulting suspension was stirred at 120°C for 72 hours. The reaction mixture was diluted with EtOAc (150mL) and water (150mL) and the biphasic mixture was filtered through celite. The organic layer was seperated and washed sequentially with water (150mL) and saturated brine (150mL). The organic layer was evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford (R)-4-(benzyloxy)-N-(2-(tert-butyldimethylsilyloxy)propyl)aniline (4.60 g, 65.1 %) as an orange oil.
来源与证据
- ORD记录
- ord-507c2159372a46eb8fb0f4b142612613
- 来源数据集
- 750 AstraZeneca ELN dataset
- 原始链接
- 查看来源
关联笔记
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