反应详情

To a solution of 2-fluoromethyl-2-phthalimido-5-benzyloxypentanenitrile (49.4 g) in dry dichloromethane (400 ml) is added TMSI (45 ml, 2.2 equivalents, and the mixture is stirred at room temperature overnight. The solvent is removed under vacuum. The residue is evaporated two times more with dichloromethane and then dissolved in chloroform. After addition of triethylamine (60 ml), the mixture is refluxed for 3 hours. Washing with water, 1N HCl (2×), water again, drying, and evaporation gives 2-fluoromethyl-2-phthalimido-5-hydroxypentanenitrile as a brown oil (42.8 g).

1. customThe solvent is removed under vacuum
2. customThe residue is evaporated two times more with dichloromethane
3. dissolutiondissolved in chloroform
4. additionAfter addition of triethylamine (60 ml)
5. temperaturethe mixture is refluxed for 3 hours
6. washWashing with water, 1N HCl (2×), water again
7. customdrying
8. customevaporation