Реакция #833513

ord-9228b63a0d4f4087b9617c6b7a5a7776

Уравнение реакции

C=CCOc1ccc(C=O)cc1OCC
3-Ethoxy-4-(2-propenyloxy)benzaldehyde
[Na+].[OH-]
sodium hydroxide
Cc1cc(C)cc(C)c1
mesitylene
C=CCc1cc(C=O)cc(OCC)c1O
3-allyl-5-ethoxy-4-hydroxybenzaldehyde

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураAfter cooling
  2. 2
    ПромывкаThe aqueous phase was washed two times with diethyl ether
  3. 3
    Экстракцияextracted with ethyl acetate
  4. 4
    ДругоеAfter drying
  5. 5
    Концентрированиеconcentrating the organic phase, there
  6. 6
    Другоеthat crystallized
  7. 7
    Температураon cooling

Методика

3-Ethoxy-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.087 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 a light orange-colored oil that crystallized on cooling.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07393367B2uspto-grants-2008_07