反応 #2161257

反応方程式

2-methyl-5-chloropyridine

N-(tert-butyloxycarbonyl)piperazine

sodium tert-butoxide

BINAP

→

1-(tert-Butyloxycarbonyl)-4-(5-methylpyridin-2-yl)piperazine

溶媒

toluene

diethyl ether

反応条件

後処理

1. 1
   温度After cooling
2. 2
   洗浄the mixture is washed three times with a saturated sodium chloride solution
3. 3
   乾燥dried over sodium sulfate
4. 4
   その他the solvent is removed in vacuo
5. 5
   その他The residue is purified by flash chromatography (cyclohexane/ethyl acetate 9:1)

実験手順

Under an argon atmosphere, 2.50 g (19.6 mmol) of 2-methyl-5-chloropyridine and 4.38 g (23.5 mmol) of N-(tert-butyloxycarbonyl)piperazine are dissolved in 50 ml of absolute toluene. 2.26 g (23.5 mmol) of sodium tert-butoxide, 0.37 g (0.59 mmol) of BINAP and 0.36 g (0.39 mmol) of tris(dibenzylideneacetone)dipalladium are then added, and the mixture is heated at 70° C. for 12 h. After cooling, diethyl ether is added to the reaction mixture, the mixture is washed three times with a saturated sodium chloride solution and dried over sodium sulfate and the solvent is removed in vacuo. The residue is purified by flash chromatography (cyclohexane/ethyl acetate 9:1).

出典