Water → 7-Bromo-4-chloro-2-methyl-2,3-dihydrobenzofuran-5-carboxylic acid

Temperature

100 °C

To a suspension of compound 87 (2.1 g, 7.71 mmol) in EtOH (40 mL) and H2O (20 mL) was added NaOH (11 g, 270 mmoL). The mixture was stirred at 100° C. for 15 hours. The mixture was cooled to r.t. and evaporated in vacuo to remove EtOH. The mixture was diluted with H2O (100 mL) and cooled to 0° C. To the mixture was added conc. HCl to acidify the reaction mixture with stirring. The product was precipitated, filtered and washed with H2O (150 mL). The desired product was dried under high vacuum at 45° C. for 12 hours (2.4 g, 100%).

1. temperatureThe mixture was cooled to r.t.
2. customevaporated in vacuo
3. customto remove EtOH
4. additionThe mixture was diluted with H2O (100 mL)
5. temperaturecooled to 0° C
6. additionTo the mixture was added conc. HCl
7. stirringwith stirring
8. customThe product was precipitated
9. filtrationfiltered
10. washwashed with H2O (150 mL)
11. dry with materialThe desired product was dried under high vacuum at 45° C. for 12 hours (2.4 g, 100%)

ORD record

ord-32f4b0bd8ae54f8bacb7c01ce060aef8

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09034921B2