تفاعل #79493

معادلة التفاعل

4-phenoxyphenylacetophenone

trimethylsilylcyanide

hydrochloric acid

→

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

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe mixture was again stirred for 8 hrs at room temperature
2. 2
   أخرىThe organic layer was separated
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   أخرىThe 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
   أخرىthe solvent was evaporated
10. 10
    أخرىThe residue was purified by column chromatography

الإجراء التجريبي

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.

المصدر