Reaktion #597848

Reaktionsgleichung

2-(4-chlorophenyl)cyclopropanecarboxylic acid

diphenylphosphoryl azide

triethylamine

t-BuOH

→

light brown solid

tert-butyl 2-(4-chlorophenyl)cyclopropylcarbamate

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was concentrated
2. 2
   workup.ADDITIONdiluted with EtOAc (20 ml)
3. 3
   Waschenwashed with saturated K2CO3 solution (10 ml)
4. 4
   TrocknenThe EtOAc layer was dried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   Sonstigedried under high vacuum for 17 hours

Vorschrift

A mixture of 2-(4-chlorophenyl)cyclopropanecarboxylic acid (100 mg, 0.509 mmol), diphenylphosphoryl azide (0.1209 ml, 0.559 mmol), triethylamine (0.106 ml, 0.763 mmol), and t-BuOH (2 ml) was heated at 90° C. under nitrogen atmosphere 17 hours. The mixture was concentrated, diluted with EtOAc (20 ml), and washed with saturated K2CO3 solution (10 ml). The EtOAc layer was dried over MgSO4, filtered, concentrated, and dried under high vacuum for 17 hours to provide 300 mg of a light brown solid. The crude solid was purified on silica gel (EtOAc in hexanes gradient) to provide 64.7 mg of the title compound as a solid (47.5%).

Quelle