反応 #1754701

反応方程式

5-Bromo-2-Chloro benzoic acid

di-phenylphosphoryl azide

Et3N

tert-butanol

→

(5-Bromo-2-chloro-phenyl)-carbamic acid tert-butyl ester

反応条件

後処理

1. 1
   濃縮The resulting solution was concentrated under reduced pressure
2. 2
   workup.ADDITIONdiluted with ether (300 mL)
3. 3
   洗浄washed with HCl 1N (300 mL), saturated solution of NaHCO3 (200 mL), and brine (200 mL)
4. 4
   乾燥The organic layers was dried over anhydrous sodium sulfate
5. 5
   濃縮concentrated
6. 6
   その他Chromatography on silica (EtOAc/n-hexane) yielded

実験手順

A solution of 5-Bromo-2-Chloro benzoic acid (24 g, 0.1 mol), di-phenylphosphoryl azide (28 mL, 1.3 eq), and Et3N (140 mL, 10 eq) in tert-butanol (300 mL) was refluxed for 3 hrs. The resulting solution was concentrated under reduced pressure, diluted with ether (300 mL) and washed with HCl 1N (300 mL), saturated solution of NaHCO3 (200 mL), and brine (200 mL). The organic layers was dried over anhydrous sodium sulfate and concentrated. Chromatography on silica (EtOAc/n-hexane) yielded, (26 g, 85%).

出典