Reaktion #67260

Reaktionsgleichung

5-bromo-2-hydroxybenzaldehyde

epibromohydrin

K2CO3

water

→

title compound

Ausbeute 95.7%

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

Ausbeute 95.7%

Lösungsmittel

DMF

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to ambient temperature
2. 2
   SonstigeThe phases were separated
3. 3
   Waschenthe combined organic phases were washed with brine
4. 4
   Trocknendried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by flash column chromatography (isooctane/EtOAc)

Vorschrift

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).

Quelle