반응 #312851

반응 방정식

potassium iodide

sodium nitrite

2-fluoro-4,5-dimethyl-phenylamine

sulfuric acid

→

title compound

수율 69.0%

1-Fluoro-2-iodo-4,5-dimethyl-benzene

수율 69.0%

용매

water

water

water

water

반응 조건

후처리

1. 1
   온도while maintaining the reaction temperature between 0 and 5° C
2. 2
   workup.STIRRINGstirred for 3 h
3. 3
   기타before being quenched with aqueous sodium thiosulphite solution
4. 4
   workup.ADDITIONdiluted with ethyl acetate
5. 5
   기타The phases were separated
6. 6
   세척the organic phase was washed with water
7. 7
   건조dried over sodium sulfate
8. 8
   농축concentrated in vacuo

실험 절차

To a stirred suspension of 50.8 mmol 2-fluoro-4,5-dimethyl-phenylamine-(commercial, CAS: 117832-17-4) in 70 ml water was added dropwise at 0° C. a solution of 5 ml concentrated sulfuric acid in 15 ml water. A solution of 66.0 mmol sodium nitrite in 15 ml water was then added dropwise and stirring continued at 0° C. for 60 min. A solution of 173 mmol potassium iodide in 50 ml water was then added dropwise over 30 min while maintaining the reaction temperature between 0 and 5° C. The reaction mixture was then warmed to room temperature and stirred for 3 h before being quenched with aqueous sodium thiosulphite solution and diluted with ethyl acetate. The phases were separated and the organic phase was washed with water and then dried over sodium sulfate and concentrated in vacuo to yield the title compound as a brown solid (69% yield). MS (m/e): 251 ([M+H]+, 100%).

출처