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ChemicalBook CAS DataBase List 4-FLUORO-N-ISOPROPYLANILINE

4-FLUORO-N-ISOPROPYLANILINE synthesis

9synthesis methods
-

Yield:70441-63-3 97%

Reaction Conditions:

Pt on charcoal in water;acetone;toluene

Steps:

1.a Preparation of 4-fluoro-N-isopropylaniline
Example 1a Preparation of 4-fluoro-N-isopropylaniline 520 parts of toluene, 423 parts (3 mol) of 4-fluoronitrobenzene, 192 parts (3.3 mol) of acetone and 8 parts of catalyst (5% Pt on charcoal, water-moist, water content 50%) are placed in a hydrogenation autoclave. After the gas space has been flushed three times with each of nitrogen and hydrogen, the mixture is heated to from 80°=0 to 85° C. with stirring and reduced at a hydrogen pressure of from 0.2 to 1.0 MPa. When after about 2 hours the uptake of hydrogen falls sharply, the pressure is raised to 2.0 MPa and stirring is continued at 85° C for 30 minutes until there is no longer any drop in pressure. The batch is cooled to 60° C., the autoclave is let down and flushed with nitrogen, and the catalyst is filtered off on a pressure filter at from 50° to 60° C. The aqueous phase is separated off from the filtrate and toluene is distilled off until the water content of the solution is <0.02%. The solution is processed further in accordance with Example 2. Alternatively, the solution can be worked up by distillation and the product isolated. Yield 97-98%; purity by GC: ≥99.2%; boiling point: 91° to 92° C./10 torr.

References:

Hoechst Aktiengesellschaft US5616799, 1997, A

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