Réaction #67270

Équation de réaction

5-bromo-2-hydroxybenzaldehyde

(R)-glycidyltosylate

K2CO3

→

crude title compound

Rendement 91.2%

5-BROMO-2-[(2R)-OXIRAN-2-YLMETHOXY]BENZALDEHYDE

Rendement 91.2%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   AutrePreparation
2. 2
   LavageThe combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine (100 ml)
3. 3
   Autrewere evaporated to dryness
4. 4
   AutreThe residue was purified by flash column chromatography (isooctane/EtOAc)

Mode opératoire

Preparation according to Preparation 1 using 5-bromo-2-hydroxybenzaldehyde (6 g, 29 mmol), (R)-glycidyltosylate (6.7 g, 29 mmol), K2CO3 (4.9 g, 35 mmol) and DMF (12 ml). The combined organic phases were washed with LiCl (5%, 100 ml), HCl (1 N, 100 ml), brine (100 ml) and were evaporated to dryness. The residue was purified by flash column chromatography (isooctane/EtOAc) to give the crude title compound (6.8 g). MS m/z (rel. intensity, 70 eV) 257 (M+, 38), 256 (M+, 39), 200 (bp), 199 (87), 57 (88).

Source