Hydrochloric Acid → 3-Bromo-6-difluoromethoxy-2-iodophenol

To 59.5 ml of methanol solution containing 8.1 g (22 mmol) of 1-bromo-3-cyclopropylmethoxy-4-difluoromethoxy-2-iodobenzene obtained in Reference example 12-(e) was added 59.5 ml of conc. hydrochloric acid, and the mixture was refluxed for 4 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=9:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 6.9 g of the title compound as a colorless solid. (Yield: 87%)

1. customobtained in Reference example 12-(e)
2. temperaturethe mixture was refluxed for 4 hours
3. additionwas added to the reaction mixture
4. extractionthe mixture was extracted with diethyl ether
5. customThe organic layer after separation
6. washwas washed with a saturated aqueous solution of sodium chloride
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationconcentrated under reduced pressure
9. additionthe fractions containing the desired compound
10. concentrationwere concentrated under reduced pressure

ORD record

ord-23057be6cbff4a73a878015800b08bf0

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08450319B2