Hydrochloric Acid → 4-Bromo-1-chloro-2-iodobenzene

温度

60 °C

tert-Butyl nitrite (11.1 ml, 93.3 mmol) is added to a suspension of copper(II) chloride (10.04 g, 75 mmol) in acetonitrile (224 ml) and the mixture is heated with stirring to 60° C. A solution of 4-bromo-2-iodoaniline (18.54 g, 62 mmol) in acetonitrile (56 ml) is added dropwise over about an hour, and once the addition is complete the mixture is stirred at 60° C. for 2 hours. The mixture is cooled to room temperature, poured into 20% aqueous hydrochloric acid (1.3 liters) and extracted with diethyl ether (1.5 liters). The organic extract is separated and the aqueous re-extracted with ether (1 liter). The organic extracts are combined and dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated in vacuo. The residue is further purified by column chromatography on silica gel to give 4-bromo-1-chloro-2-iodobenzene (8.62 g) as an oil.

1. temperaturethe mixture is heated
2. additiononce the addition
3. stirringis stirred at 60° C. for 2 hours
4. temperatureThe mixture is cooled to room temperature
5. extractionextracted with diethyl ether (1.5 liters)
6. extractionThe organic extract
7. customis separated
8. extractionthe aqueous re-extracted with ether (1 liter)
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. customthe filtrate evaporated in vacuo
12. customThe residue is further purified by column chromatography on silica gel

ORDレコード

ord-4e2037945de5411f9f7f8ce565c4f85c

出典データセット

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08828908B2