反应 #70499

反应方程式

1,4-dichloro-5,6,7,8-tetrahydro-phthalazine

4-fluoro-benzyl zinc chloride

→

1-chloro-4-(4-fluoro-benzyl)-5,6,7,8-tetrahydro-phthalazine

收率 74.9%

溶剂

THF

反应条件

后处理

1. 1
   其他The mixture is degassed
2. 2
   温度Then the reaction mixture is cooled down to room temperature
3. 3
   workup.ADDITIONsat. NaHCO3 and water are added
4. 4
   萃取the mixture is extracted with EtOAc
5. 5
   洗涤The combined organic layers are washed with brine
6. 6
   干燥dried over Na2SO4
7. 7
   过滤filtered
8. 8
   浓缩concentrated down
9. 9
   其他The crude product is purified by chromatography (EtOAc/Hexane: 10%˜40%)

实验过程

To a solution of 1,4-dichloro-5,6,7,8-tetrahydro-phthalazine (0.50 g, 2.46 mmol) in THF (5 mL) are added 4-fluoro-benzyl zinc chloride (0.5M in THF) (6.40 mL, 3.20 mmol) and palladium tetrakis triphenylphosphine (0.36 g, 0.31 mmol). The mixture is degassed and stirred at 50° C. overnight. Then the reaction mixture is cooled down to room temperature, sat. NaHCO3 and water are added and the mixture is extracted with EtOAc. The combined organic layers are washed with brine, dried over Na2SO4, filtered and concentrated down. The crude product is purified by chromatography (EtOAc/Hexane: 10%˜40%) to give 1-chloro-4-(4-fluoro-benzyl)-5,6,7,8-tetrahydro-phthalazine (compound 10f) (0.51 g, 30%). m/z=277.11 [M+1]

来源