تفاعل #462767

ord-f337e9ce84364569b3af72ca36fde65b

معادلة التفاعل

C=CCCl
3-chloro-1-propene
[Mg]
magnesium
CC(C)(C)c1ccc(Br)cc1
1-bromo-4-(1,1-dimethylethyl)benzene
Cl
hydrochloric acid
C=CCc1ccc(C(C)(C)C)cc1
1-(1,1-dimethylethyl)-4-(2-propenyl)benzene
المردود 48.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    درجة الحرارةthe mixture was refluxed for one hour
  3. 3
    workup.ADDITIONThe reaction mixture was then poured
  4. 4
    أخرىonto crushed ice
  5. 5
    workup.DISSOLUTIONto dissolve any precipitated solid
  6. 6
    أخرىThe ether solution was separated
  7. 7
    غسيلwashed with water
  8. 8
    تجفيفdried with anhydrous sodium sulfate, solvent
  9. 9
    أخرىremoved
  10. 10
    workup.DISTILLATIONproduct distilled

الإجراء التجريبي

To a Grignard reagent prepared from 12 g magnesium, 250 ml ether and 100 g 1-bromo-4-(1,1-dimethylethyl)benzene were added 50 g 3-chloro-1-propene dissolved in 150 ml ether. After the addition, the mixture was refluxed for one hour and kept stirring overnight at room temperature. The reaction mixture was then poured onto crushed ice and acidified with hydrochloric acid to dissolve any precipitated solid. The ether solution was separated, washed with water, and dried with anhydrous sodium sulfate, solvent removed and product distilled to provide 40 g of 1-(1,1-dimethylethyl)-4-(2-propenyl)benzene, listed in Table 1 as compound I-1. The product was characterized by a boiling point of 65°-66° C. at a pressure of 0.25 mm Hg.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05486533uspto-grants-1996_01