1-(3-bromophenoxy)propan-2-one

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-(3-Bromo-phenoxy)-propan-2-one (5.95 g, 26 mmol) and 3-chlorophenylhydrazine hydrochloride (4.65 g, 26 mmol) were combined in ACN (100 mL) and the reaction was heated to reflux for 1 hour. After cooling the reaction was worked-up using standard procedures then purified using silica gel chromatography to give a 3:4 mixture of separable regioisomers of which the minor component was the title compound. the reaction was heated to reflux for 1 hour After cooling the reaction then purified to give a 3:4 mixture of separable regioisomers of which the minor component

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 3-Bromophenol (6.27 g, 36 mmol) and cesium carbonate (20. g, 61.2 mmol) were dissolved in DMF (50 mL) and stirred for 15 minutes at room temperature. Chloroacetone (4.3 mL, 54 mmol) was added and the reaction stirred for 1 hour and was submitted to aqueous workup. Purification by silica gel chromatography (0-50% EtOAc in hexanes) afforded the title compound. the reaction stirred for 1 hour Purification by silica gel chromatography (0-50% EtOAc in hexanes)