Hydrochloric Acid → 3(2H)-Benzofuranone, 5-bromo-2-methyl-

Temperature

75 °C

A suspension of acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester (18.9 g, 70.4 mmol) in methanol (232 mL) and a I M aqueous HCl solution (44 mL) is heated under reflux (75° C.) for 7 h. After cooling to room temperature the reaction mixture is concentrated by rotary evaporation. The residue is diluted with water and extracted three times with diethyl ether. The combined organic layers are washed with water, brine, dried over Na2SO4, filtered and concentrated at reduced pressure to afford the title compound as a yellow oil (14.7 g, 64.7 mmol, 92%). MS (ES+): 227 (M(C9H779BrO2)+H)+.

1. temperatureAfter cooling to room temperature the reaction mixture
2. concentrationis concentrated by rotary evaporation
3. additionThe residue is diluted with water
4. extractionextracted three times with diethyl ether
5. washThe combined organic layers are washed with water, brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated at reduced pressure

ORD record

ord-e59cd03c274b43b0a9bd4419bdec360a

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08193236B2