반응 #67260

반응 방정식

5-bromo-2-hydroxybenzaldehyde

epibromohydrin

K2CO3

water

→

title compound

수율 95.7%

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

수율 95.7%

용매

DMF

EtOAc

반응 조건

후처리

1. 1
   온도The mixture was cooled to ambient temperature
2. 2
   기타The phases were separated
3. 3
   세척the combined organic phases were washed with brine
4. 4
   건조dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The residue was purified by flash column chromatography (isooctane/EtOAc)

실험 절차

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).

출처