Uses
3-Isobutylaniline (cas# 131826-11-4) is a useful research chemical. It is used in the development of novel carboxanilide acaricide, pyflubumide that exhibits excellent acaricidal activity against Tetranychus and Panonychus species.
Synthesis
The general procedure for the synthesis of 3-isobutylaniline from the compound (CAS: 6026-73-9) was as follows: in a 50 mL round bottom flask, 0.976 g of the oil obtained in Example 11, 1.60 g (15.0 mmol) of sodium hypophosphite monohydrate, 0.27 g (2.5 mmol) of sodium carbonate, and 115 mg of palladium(0)/carbon catalyst ( 5% loading, 50% water content). Subsequently, 2.5 mL of n-butyl acetate and 2.5 mL of water were added and the mixture was reacted under reflux conditions for 3 hours. Upon completion of the reaction, the mixture was processed as in Example 12 and the organic layer was quantitatively analyzed by HPLC internal standard method to yield 0.698 g of 3-isobutyryl aniline (1) (Analytical Condition A). The yield was 93% based on 1-bromo-3-nitrobenzene.
References
[1] Patent: JP2017/14131, 2017, A. Location in patent: Paragraph 0049
[2] Patent: US5212320, 1993, A