反応 #67260

反応方程式

5-bromo-2-hydroxybenzaldehyde

epibromohydrin

K2CO3

water

→

title compound

収率 95.7%

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

収率 95.7%

溶媒

DMF

EtOAc

反応条件

後処理

1. 1
   温度The mixture was cooled to ambient temperature
2. 2
   その他The phases were separated
3. 3
   洗浄the combined organic phases were washed with brine
4. 4
   乾燥dried (Na2SO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by flash column chromatography (isooctane/EtOAc)

実験手順

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).

出典