Potassium Hydroxide → 2-Bromo-4-chloro-1-(difluoromethoxy)benzene

36 ml of aqueous potassium hydroxide solution (6M) were added to a solution of 3.5 g (16.9 mmol) of 2-bromo-4-chlorophenol in 36 ml of acetonitrile, the mixture was cooled in an ice bath and 6.5 ml (26.9 mmol, 1.6 eq.) of difluoromethyl trifluormethanesulphonate [Angew. Chem. Int. Ed. 2013, 52, 1-5; Journal of Fluorine Chemistry 2009, 130, 667-670] were added dropwise with vigorous stirring. The reaction mixture was stirred for 5 min and diluted with 200 ml of water. The aqueous phase was extracted twice with in each case 150 ml of diethyl ether. The combined organic phases were dried (sodium sulphate), filtered, concentrated under reduced pressure and dried. The aqueous phase was once more extracted with diethyl ether. The organic phase was dried (sodium sulphate), filtered, concentrated under reduced pressure and dried. Yield of the two combined residues: 3.4 g (80% of theory)

1. temperaturethe mixture was cooled in an ice bath
2. extractionThe aqueous phase was extracted twice with in each case 150 ml of diethyl ether
3. dry with materialThe combined organic phases were dried (sodium sulphate)
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customdried
7. extractionThe aqueous phase was once more extracted with diethyl ether
8. dry with materialThe organic phase was dried (sodium sulphate)
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customdried

ORDレコード

ord-bccf8f28da2f42e9957411fb73be368b

出典データセット

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09434690B2