反応 #53541

反応方程式

4-aminophenol

di-tert-butyl-dicarbonate

diisopropylethylamine

→

4Boc-aminophenol

収率 96.1%

溶媒

THF

反応条件

後処理

1. 1
   濃縮concentrated
2. 2
   洗浄the solution was washed with brine
3. 3
   乾燥dried (MgSO4)
4. 4
   濃縮concentrated
5. 5
   その他Purification on a silica gel column
6. 6
   洗浄eluting with 5% methanol/40% ethyl acetate hexane

実験手順

To a solution of 4-aminophenol (10.9 g, 100 mmol) in THF (150 mL) cooled in an ice bath was added di-tert-butyl-dicarbonate (21.8 g, 100 mmol) followed by diisopropylethylamine (17.4 mL, 100 mmol). The mixture was stirred at room temperature overnight and concentrated. The residue was taken up in ethyl acetate and the solution was washed with brine, dried (MgSO4), and concentrated. Purification on a silica gel column eluting with 5% methanol/40% ethyl acetate hexane gave 4Boc-aminophenol (20.1 g, 96%). MS(NH3—CI): (M+NH3+H)=227.

出典