Methyl Ethyl Ketone → N,N'-di-sec-butyl-4,4'-methylenebis(2,6-diethylbenzeneamine)

Participants

Reaction Conditions

Reaction Steps

4,4′-Methylenebis(2,6-diethylbenzeneamine) (3 g), Pt(S)/C (0.3 g), Amberlyst-15 (0.3 g), methyl ethyl ketone (25 g), and tetrahydrofuran (THF; 25 g) were charged into a 100 mL metal autoclave at 22° C. The closed autoclave was purged 3 times with 90 psig (7.22×105 Pa) of H2 at 22° C. The reaction mixture was then heated at 100-120° C. under 125 psig (9.63×105 Pa) of H2 for 5 hrs (until no further H2 uptake was observed). The product mixture was cooled to 22° C. and degassed. A diluted product sample was analyzed by GC (180° C. for 5 minutes at 10° C. per minute rate; final temperature, 270° C.). The GC data (normalization method) showed 100% conversion of 4,4′-methylenebis(2,6-diethylbenzeneamine), and an 86% yield of N,N′-di-sec-butyl-4,4′-methylenebis(2,6-diethylbenzeneamine).

Provenance & Evidence