反応 #70316

反応方程式

4-trifluoromethylaniline

di-tert-butylcarbonate

NaOH

di-tert-butylcarbonate

NaOH

→

expected product

収率 90.0%

Tert-butyl 4-(trifluoromethyl)phenylcarbamate

収率 90.0%

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 24 hours
2. 2
   その他The solvent was evaporated
3. 3
   workup.ADDITIONEtOAc was added
4. 4
   洗浄The solution was washed with 2N HCl aqueous solution and brine
5. 5
   その他evaporated
6. 6
   その他The crude mixture was purified by chromatography over SiO2 eluting with hexane/EtOAc mixtures

実験手順

A mixture of 4-trifluoromethylaniline (40 mmol, 5 ml), di-tert-butylcarbonate (40 mmol, 8.7 g), 1N solution of aqueous NaOH (20 ml) in THF (20 ml) was stirred at room temperature for 12 hours. di-tert-butylcarbonate (20 mmol, 4.2 g), 1N solution of aqueous NaOH (20 ml) were added and the mixture was stirred at room temperature for 24 hours. The solvent was evaporated and EtOAc was added. The solution was washed with 2N HCl aqueous solution and brine and then evaporated. The crude mixture was purified by chromatography over SiO2 eluting with hexane/EtOAc mixtures and affording 9.3 g (yield 90%) of the expected product.

出典