Реакция #67260

Уравнение реакции

5-bromo-2-hydroxybenzaldehyde

epibromohydrin

K2CO3

water

→

title compound

Выход 95.7%

5-BROMO-2-(OXIRAN-2-YLMETHOXY)BENZALDEHYDE

Выход 95.7%

Растворители

DMF

EtOAc

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was cooled to ambient temperature
2. 2
   ДругоеThe phases were separated
3. 3
   Промывкаthe combined organic phases were washed with brine
4. 4
   Сушкаdried (Na2SO4)
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated
7. 7
   ДругоеThe residue was purified by flash column chromatography (isooctane/EtOAc)

Методика

A mixture of 5-bromo-2-hydroxybenzaldehyde (10 g, 50 mmol), epibromohydrin (13.6 g, 100 mmol) and K2CO3 (10.3 g, 75 mmol) in DMF (50 ml) was heated at 60° C. for 2 h. The mixture was cooled to ambient temperature and water and EtOAc was added. The phases were separated and the combined organic phases were washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by flash column chromatography (isooctane/EtOAc) to give the title compound (12.3 g). MS m/z (rel. intensity, 70 eV) 256 (M+, 41), 201 (77), 200 (bp), 199 (84), 63 (60).

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