تفاعل #927260

ord-4ce06228bd824381a5382d778ff8f332

معادلة التفاعل

CCCCCC1(CCCCC)CC1Br
2-bromo-1,1-dipentyl-cyclopropane
CCCCCC1(CCCCC)CC1
1,1-dipentyl-cyclopropane
CC(C)(C)[O-].[K+]
potassium t-butoxide
CC(C)(C)[O-].[K+]
potassium t-butoxide
CCCCCC1(CCCCC)C=C1
3,3-dipentyl-cyclopropene

المذيبات

ظروف التفاعل

درجة الحرارة
85°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe resulting mixture was heated to 85° C. for 2 hours
  2. 2
    درجة الحرارةthen cooled to room temperature
  3. 3
    workup.ADDITIONThe reaction mixture was poured onto water
  4. 4
    استخلاصextracted with diethyl ether
  5. 5
    أخرىThe resulting mixture was transferred to a separatory funnel
  6. 6
    أخرىthe phases were separated
  7. 7
    تجفيفThe organic layer was dried over MgSO4
  8. 8
    ترشيحfiltered
  9. 9
    أخرىThe solvent was removed from the filtrate in vacuo

الإجراء التجريبي

To a solution of 1.90 g of an equal mixture of 2-bromo-1,1-dipentyl-cyclopropane and 1,1-dipentyl-cyclopropane in 10 ml dimethylsulfoxide was added 0.818 g (0.00308 mol) of potassium t-butoxide. The resulting mixture was heated to 85° C. for 5 hours and then stirred at room temperature for 16 hours. To this was added 0.100 g of potassium t-butoxide. The resulting mixture was heated to 85° C. for 2 hours then cooled to room temperature. The reaction mixture was poured onto water and then extracted with diethyl ether. The resulting mixture was transferred to a separatory funnel and the phases were separated. The organic layer was dried over MgSO4 and filtered. The solvent was removed from the filtrate in vacuo to yield 1.90 g of 3,3-dipentyl-cyclopropene mixed in equal parts with 1,1-dipentyl-cyclopropane as an oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06365549B2uspto-grants-2002_04