Hydrochloric Acid → 4-Chloro-5-(difluoromethoxy)-2-fluoroaniline

To 5 g of 4-chloro-5-difluoromethoxy-2-fluoronitrobenzene XII-1 were added 10.4 ml of ethanol and 20.7 ml of hydrochloric acid, and the resultant mixture was stirred at room temperature. A solution of 14 g of stannous chloride dihydrate in 20.7 ml of ethanol was dropwise added in 10 minutes to the mixture, which was stirred for 20 hours. The reaction mixture was basified with 10% aqueous sodium hydroxide and shaken with chloroform. The chloroform layer was dried and concentrated. The residue was chromatographed on a column of silica gel, eluting with n-hexane-ethyl acetate (100:15 v/v). The eluate was concentrated to give 3.8 g of the titled compound XIII-1.

1. dry with materialThe chloroform layer was dried
2. concentrationconcentrated
3. customThe residue was chromatographed on a column of silica gel
4. washeluting with n-hexane-ethyl acetate (100:15 v/v)
5. concentrationThe eluate was concentrated

ORD record

ord-187ad5826360413b8f8f30cc04648ca0

Source dataset

uspto-grants-1987_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04695312