Hydrochloric Acid → 3-Bromo-2,4-difluoroaniline

Temperature

60 °C

A mixture of 31.2 g of 3-bromo-2,4-difluoronitrobenzene, 150 ml concentrated HCl and 150 g stannous chloride dihydrate was placed in a preheated oil bath at 60° C. A small quantity of diethyl ether was then added to bring about solution. After heating at 60° C. for 30 minutes, the mixture was cooled and then poured into 1500 ml ice/water. The solution was then basified to pH 13 using 30% aqueous sodium hydroxide while maintaining the temperature below 25° C. by external cooling. The mixture was extracted three times with chloroform and the combined organic extracts were washed with water. The organic phase was dried and evaporated to yield a white solid, m.p. 77°-78° C., yield 90.5% (24.7 g).

1. customwas placed in a preheated oil bath at 60° C
2. temperaturethe mixture was cooled
3. temperaturewhile maintaining the temperature below 25° C. by external cooling
4. extractionThe mixture was extracted three times with chloroform
5. washthe combined organic extracts were washed with water
6. customThe organic phase was dried
7. customevaporated
8. customto yield a white solid, m.p. 77°-78° C., yield 90.5% (24.7 g)

ORD record

ord-b89c30eac1c445ce9d77aa4df619caee

Source dataset

uspto-grants-1986_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04623650