تفاعل #70499

معادلة التفاعل

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

المردود 74.9%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture is degassed
2. 2
   درجة الحرارةThen the reaction mixture is cooled down to room temperature
3. 3
   workup.ADDITIONsat. NaHCO3 and water are added
4. 4
   استخلاصthe mixture is extracted with EtOAc
5. 5
   غسيلThe combined organic layers are washed with brine
6. 6
   تجفيفdried over Na2SO4
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated down
9. 9
   أخرىThe crude product is purified by chromatography (EtOAc/Hexane: 10%˜40%)

الإجراء التجريبي

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]

المصدر