反応 #11532

反応方程式

citric acid

3-[N-(2-cyclohexylethyl)amino]propionic acid hydrochloride

Di-t-butyl carbonate

triethylamine

→

3-[N-(t-butoxycarbonyl)-N-(2-cyclohexylethyl)amino]propionic acid

収率 62.8%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGthe whole was stirred overnight
2. 2
   抽出The whole was extracted with chloroform (60 ml)
3. 3
   洗浄the organic layer was washed with saturated brine (20 ml)
4. 4
   乾燥The organic layer was dried over magnesium sulfate
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The residue was purified by silica gel column chromatography

実験手順

Next, tetrahydrofuran (8 ml) was added to 3-[N-(2-cyclohexylethyl)amino]propionic acid hydrochloride (1.0 g, 4.2 mmol), and the mixture was stirred at room temperature. Di-t-butyl carbonate (1.1 g, 5.1 mmol) and triethylamine (1.3 ml, 9.3 mmol) were added to the mixture, the whole was stirred overnight, and then a 5% aqueous citric acid solution (10 ml) was added to the reaction mixture. The whole was extracted with chloroform (60 ml), and the organic layer was washed with saturated brine (20 ml). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give 0.79 g (62%) of 3-[N-(t-butoxycarbonyl)-N-(2-cyclohexylethyl)amino]propionic acid as a colorless oily matter.

出典