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 1 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-911f488407c748ac875a4d1a036bfab9

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08742132B2