تفاعل #94953

معادلة التفاعل

ammonium chloride

water

4-bromobenzonitrile

4-chloro-1-methylpiperidine

magnesium

→

(4-bromophenyl)-(1-methyl-4-piperidinyl)methanone

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled (10°-15° C.) Grignard-complex
2. 2
   أخرىpreviously prepared
3. 3
   workup.STIRRINGUpon completion, stirring
4. 4
   درجة الحرارةat reflux temperature
5. 5
   استخلاصThe product is extracted with methylbenzene
6. 6
   أخرىThe extract is dried
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated
9. 9
   أخرىThe residue is purified by column-chromatography over silica gel using
10. 10
    workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
11. 11
    أخرىThe pure fractions are collected
12. 12
    أخرىthe eluent is evaporated

الإجراء التجريبي

To a stirred and cooled (10°-15° C.) Grignard-complex, previously prepared starting from 13.5 parts of 4-chloro-1-methylpiperidine and 2.4 parts of magnesium in 68 parts of tetrahydrofuran, is added dropwise a solution of 10 parts of 4-bromobenzonitrile in 22 parts of tetrahydrofuran. Upon completion, stirring is continued for 1 hour at reflux temperature. The reaction mixture is decomposed by pouring onto a mixture of 50 parts of ammonium chloride in 250 parts of water. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 10 parts of (4-bromophenyl)-(1-methyl-4-piperidinyl)methanone as a residue.

المصدر