تفاعل #6886

ord-407eb598551c4c3b88f8f45387ed5837

معادلة التفاعل

Fc1cccc(I)c1
3-fluoroiodobenzene
C#CCN1CCC(C)CC1
4-methyl-1-(2-propynyl)piperidine
CC1CCN(CC#Cc2cccc(F)c2)CC1
oil
المردود 56.2%
CC1CCN(CC#Cc2cccc(F)c2)CC1
1-[3-(3-Fluorophenyl)-2-propynyl]-4-methylpiperidine
المردود 56.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةunder reflux for 5 hours
  3. 3
    أخرىThe solvent was removed under reduced pressure
  4. 4
    غسيلwashed with water
  5. 5
    تجفيفThe organic phase was dried over magnesium sulfate
  6. 6
    أخرىthe solvent was removed under reduced pressure
  7. 7
    workup.DISTILLATIONDistillation of the residue under reduced pressure

الإجراء التجريبي

A mixture of 3-fluoroiodobenzene (8.88 g), 4-methyl-1-(2-propynyl)piperidine (6.80 g), palladium acetate (0.045 g), tri-o-toloylphosphine (0.24 g) and copper(I) iodide (0.1 g) in dry diethylamine (50 ml) was heated under reflux for 5 hours. The solvent was removed under reduced pressure and the residue was taken up in diethyl ether and washed with water. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. Distillation of the residue under reduced pressure gave an oil (5.20 g) of boiling point 105° C./0.07 mm Hg.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084158B2uspto-grants-2006_08