تفاعل #833516

ord-d708f8ab87b842b69c87f4960445db8f

معادلة التفاعل

C=CCOc1ccc(C=O)cc1Br
3-Bromo-4-(2-propenyloxy)benzaldehyde
[Na+].[OH-]
sodium hydroxide
Cc1cc(C)cc(C)c1
mesitylene
C=CCc1cc(C=O)cc(Br)c1O
3-allyl-5-bromo-4-hydroxybenzaldehyde

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter cooling
  2. 2
    غسيلThe aqueous phase was washed two times with diethyl ether
  3. 3
    استخلاصextracted with ethyl acetate
  4. 4
    أخرىAfter drying
  5. 5
    تركيزconcentrating the organic phase
  6. 6
    أخرىcrystallized
  7. 7
    درجة الحرارةon cooling

الإجراء التجريبي

3-Bromo-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.083 mol) was heated under reflux in 75 ml mesitylene (1,3,5-trimethylbenzene) for 20 hours. After cooling, 250 ml 2N sodium hydroxide were added to the reaction mixture. The aqueous phase was washed two times with diethyl ether. The aqueous phase was subsequently acidified with concentrated hydrochloric acid under ice cooling and then extracted with ethyl acetate. After drying and concentrating the organic phase, there remained an oil that crystallized on cooling.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07393367B2uspto-grants-2008_07