Реакция #2667

Уравнение реакции

5-iodo vanillin

boron tribromide

→

expected product

Выход 66.2%

3-iodo-4,5-dihydroxy benzaldehyde

Выход 66.2%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Концентрированиеwas then concentrated
2. 2
   Температураcooled to 0° C.
3. 3
   ДругоеThe crystallized product was separated out
4. 4
   Промывкаwashed with water
5. 5
   Другоеdried
6. 6
   Другоеcrystallized from an isopropanol

Методика

37.2 g of 5-iodo vanillin (commercial) and 360 ml of dichloromethane were mixed together under nitrogen and the mixture was cooled to 0° C. 135 ml of a molar solution of boron tribromide in dichloromethane were added and the mixture stood for 16 hours at ambient temperature and was then concentrated, cooled to 0° C. and acidified. The crystallized product was separated out, washed with water, dried and crystallized from an isopropanol--water mixture (1-2 by volume) to obtain 23.4 g of the expected product.

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