Glutaric anhydride → HCID 15599090, compound

Participants

Reaction Steps

1.1 g (0.010 mole) of glutaric anhydride, 3.0 g (0.010 mole) of the known compound 4-anilino-2,6-di-t-butylphenol, and 30 ml of 1,2-dimethoxyethane were combined and heated at reflux for 24 hours. The volume of the reaction was reduced by two-thirds under a stream of nitrogen, and the reaction was heated for another 24 hours. The remaining solvent was removed under vacuum on a rotary evaporator. The resulting solid was recrystallized twice from a mixture of benzene and hexane and then twice from a mixture of ethanol and water to give 0.6 g of off-white crystalline 5-(3,5-di-t-butyl-4-hydroxy-N-phenylanilino)- 5-oxopentanoic acid, m.p. 168°-170° C. Analysis: Calculated for C25H33NO4 : % C, 73.0; % H, 8.1; % N, 3.4: Found: % C, 73.2; % H, 8.0; % N, 3.0.

Provenance & Evidence