반응 #79493

반응 방정식

4-phenoxyphenylacetophenone

trimethylsilylcyanide

hydrochloric acid

→

2-chloro-2-(4-phenoxyphenyl)propionitrile

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was again stirred for 8 hrs at room temperature
2. 2
   기타The organic layer was separated
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타The solvent was removed under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in benzene (50 ml)
6. 6
   workup.ADDITIONpyridine (2.37 g) and thionyl chloride (4.76 g) were added at 0° C.
7. 7
   workup.STIRRINGwith stirring
8. 8
   workup.STIRRINGThe reaction mixture was stirred for an additional 3 hrs at room temperature
9. 9
   기타the solvent was evaporated
10. 10
    기타The residue was purified by column chromatography

실험 절차

A mixture of 4-phenoxyphenylacetophenone (6.36 g), trimethylsilylcyanide (3.96 g) and magnesium iodide (10 mg) in methylene chloride (30 ml) was stirred for 12 hrs at room temperature, 15% hydrochloric acid (10 ml) was then added. The mixture was again stirred for 8 hrs at room temperature. The organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was dissolved in benzene (50 ml) and pyridine (2.37 g) and thionyl chloride (4.76 g) were added at 0° C. with stirring. The reaction mixture was stirred for an additional 3 hrs at room temperature and then the solvent was evaporated. The residue was purified by column chromatography to give 7.09 g of 2-chloro-2-(4-phenoxyphenyl)propionitrile as an oil.

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