تفاعل #927236

ord-15557948ec354671bcc50160cab9f5a5

معادلة التفاعل

C#CCCCCCCOS(=O)(=O)c1ccc(C)cc1
7-octynyl-p-toluenesulfonate
[I-].[Na+]
sodium iodide
C#CCCCCCCI
8-iodo-1-octyne
المردود 94.2%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto react for four hours
  2. 2
    درجة الحرارةunder reflux
  3. 3
    درجة الحرارةAfter cooling
  4. 4
    أخرىthe precipitates were removed by filtration
  5. 5
    تركيزthe filtrate was concentrated
  6. 6
    أخرىThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

الإجراء التجريبي

A mixture of 7-octynyl-p-toluenesulfonate (18.3 g, 65.2 mmol), sodium iodide (9.77 g, 65.2 mmol) and acetone (91 ml) was allowed to react for four hours under reflux. After cooling, the precipitates were removed by filtration, and the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (eluent; hexane) to afford 14.5 g of 8-iodo-1-octyne (yield; 94.2%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06365350B1uspto-grants-2002_04