반응 #710525

반응 방정식

Allyl bromide

pyrocatechol

Compound A

pyrocatechol

K2CO3

acetone

→

3,4-diallylbenzene-1,2-diol

반응 조건

후처리

1. 1
   workup.WAITThe stirring was continued for another hour
2. 2
   온도the mixture was refluxed for 5 hours
3. 3
   기타After completion of the reaction
4. 4
   여과the solid was filtered
5. 5
   농축filtrate was concentrated
6. 6
   추출extracted with chloroform (3×50 mL)
7. 7
   세척washed with brine (1×50 mL)
8. 8
   건조dried over anhydrous sodium sulfate and solvent
9. 9
   기타was removed under reduced pressure
10. 10
    기타The reaction mixture was purified by column chromatography (silica gel: 60-120 mesh)
11. 11
    온도with increasing concentration of chloroform
12. 12
    세척Elution of 60% and 75% chloroform in petroleum ether yielded pure compounds corresponding to Compound No

실험 절차

To a solution of pyrocatechol (Compound A) (1 g, 0.009 mol) and dry acetone (10 mL) was added dry K2CO3 (2.646 g, 0.0189 mol) in portions for 30 minutes. The stirring was continued for another hour. Allyl bromide (1.6 mL, 0.0189 mol) was added to the mixture for 30 minutes and the mixture was refluxed for 5 hours. After completion of the reaction, the solid was filtered and filtrate was concentrated and extracted with chloroform (3×50 mL), washed with brine (1×50 mL), dried over anhydrous sodium sulfate and solvent was removed under reduced pressure. The crude material was heated at 175-180° C. for 2 hours. The reaction mixture was purified by column chromatography (silica gel: 60-120 mesh) using petroleum ether with increasing concentration of chloroform. Elution of 60% and 75% chloroform in petroleum ether yielded pure compounds corresponding to Compound No. 2 and Compound No. 3 as liquids respectively.

출처