Bromoacetyl bromide → HCID 18442580, compound

Temperature

-5 °C

1-(2-Amino-4,5-dimethoxy-phenyl)-2-(3,4-dichloro-phenyl)-ethanone (5.52 g, 16.24 mmol) was dissolved in dichloromethane (20 ml), distilled water was then added (2 ml) and the resulting solution was cooled at −5° C. under nitrogen. Bromoacetylbromide (1.63 ml, 18.68 mmol) was dissolved in dichloromethane (10 ml) and added dropwise to the previous solution; the temperature was not allowed to exceed +5° C. The reaction mixture was stirred at 0° C. for 15 min and then allowed to reach the RT before further stirring for 2.5 h. Dichloromethane was added (30 ml) and the organic layer was washed with distilled water, saturated NaHCO3 solution, and brine. It was dried over magnesium sulfate, filtered and the solvent was removed under vacuum. This crude mixture was purified by flash chromatography (dichloromethane/methanol, 360/1) to give the product as a yellow solid (5.25 g, 70%).

1. distillationdistilled water
2. additionwas then added (2 ml)
3. additionadded dropwise to the previous solution
4. customto exceed +5° C
5. customthe RT
6. stirringbefore further stirring for 2.5 h
7. washthe organic layer was washed with distilled water, saturated NaHCO3 solution, and brine
8. dry with materialIt was dried over magnesium sulfate
9. filtrationfiltered
10. customthe solvent was removed under vacuum
11. customThis crude mixture was purified by flash chromatography (dichloromethane/methanol, 360/1)

ORD record

ord-5da54e4f22054c43afc4f3c7f4c9049b

Source dataset

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07192950B2