تفاعل #1062

ord-29bdac8cd38e44e3a6167a6148c0ca92

معادلة التفاعل

c1ccc(Oc2ccc(C3CCNCC3)cc2)cc1
compound ( 4 )
c1ccc(Oc2ccc(C3CCNCC3)cc2)cc1
4-(4-phenoxyphenyl)piperidine
N#CCCl
chloroacetonitrile
[I-].[Na+]
sodium iodide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
N#CCN1CCC(c2ccc(Oc3ccccc3)cc2)CC1
compound ( 26 )
المردود 91.0%
N#CCN1CCC(c2ccc(Oc3ccccc3)cc2)CC1
1-cyanomethyl-4-(4-phenoxyphenyl)piperidine
المردود 91.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThis was then heated
  2. 2
    درجة الحرارةat reflux for 2 hours
  3. 3
    استخلاصextraction
  4. 4
    أخرىThe extract was dried
  5. 5
    ترشيحfiltered
  6. 6
    تركيزconcentrated under reduced pressure
  7. 7
    أخرىto obtain a residue which
  8. 8
    أخرىwas then purified by silica gel column chromatography (methylene chloride:methanol =30:1)

الإجراء التجريبي

To an 8 ml dimethylformamide solution of 300 mg of the compound (4) synthesized in Reference Example 4 were added 93 mg of chloroacetonitrile, 355 mg of sodium iodide, and 196 mg of potassium carbonate. This was then heated at reflux for 2 hours. To the reaction was added 10 ml of ice water, then extraction was performed with ethyl acetate. The extract was dried, filtered, then concentrated under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (methylene chloride:methanol =30:1) to obtain the above-identified compound (26) in an amount of 313 mg (yield of 91%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723475uspto-grants-1998_03