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1-(2-ethoxy-5-fluorophenyl)ethan-1-one synthesis

2synthesis methods
-

Yield:1466-79-1 94%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

4.1.1.1. 5-Bromo-2-methoxyacetophenone (3a) [46,47].

General procedure: A mixture of 5-Bromo-2-hydroxyacetophenone 2a (10g, 46.5mmol, 1 eq), potassium carbonate (9.62g, 69.75mmol, 1.5 eq) and iodomethane (5.8mL, 93mmol, 2 eq) in DMF (120mL) were stirred overnight in a sealed round bottom flask at room temperature. DMF was removed under reduced pression and the residue was partitioned between water and EtOAc. The combined EtOAc extracts were washed with brine, 0.5M NaOH and then three times with water. The organic layer was dried over MgSO4 and the solvent evaporated. The product was obtained as an off-white solid (9.5g, 89%).

References:

Bouhedja, Mourad;Peres, Basile;Fhayli, Wassim;Ghandour, Zeinab;Boumendjel, Ahcène;Faury, Gilles;Khelili, Smail [European Journal of Medicinal Chemistry,2018,vol. 144,p. 774 - 796]