反応 #488970

反応方程式

sodium hydroxide

Hydrogen azide

2-(3,5-difluoro-phenyl)-propan-2-ol

TFA

→

1-(1-Azido-1-methylethyl)-3,5-difluorobenzene

溶媒

chloroform

chloroform

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise at such a rate
2. 2
   その他the internal temperature below −5° C
3. 3
   workup.ADDITIONAfter the addition
4. 4
   温度to warm to room temperature
5. 5
   その他were separated
6. 6
   抽出The aqueous phase was extracted two times with chloroform
7. 7
   洗浄were washed with brine
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   その他After removal of the solvent
10. 10
    その他the title compound was used in the next step without further purification (171 g, 0.87 mol, 100%)

実験手順

Hydrogen azide (2M in toluene, 1.5 mol) was added to the solution of 2-(3,5-difluoro-phenyl)-propan-2-ol (Preparation 50, 145 g, 0.84 mol, 1 eq) in chloroform (1 L) and the content of the flask was cooled to −5° C. The mixture of TFA (2.5 mol, 2.98 eq) with chloroform (1:1) was added dropwise at such a rate to keep the internal temperature below −5° C. After the addition was complete, the reaction mixture was allowed to warm to room temperature and stirring was continued for 20 h. The reaction was poured into 2M sodium hydroxide and layers were separated. The aqueous phase was extracted two times with chloroform and combined organic extracts were washed with brine and dried over anhydrous magnesium sulfate. After removal of the solvent, the title compound was used in the next step without further purification (171 g, 0.87 mol, 100%).

出典