3-Octanol → 1,3-Bis[N-n-octyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino]cyclobutenediylium-2,4-diolate

Participants

Reaction Steps

Under agitation, 339.6 g (1.26 moles) of 99.4% strength 4-n-octylamino-2,2,6,6-tetramethylpiperidine, 7.2 g (0.063 mole) of quadratic acid, and 150 cc of ethylhexanol was heated to boiling with reflux for 2.5 hours in a 1-liter stirred flask with water trap attached thereto; the solid matter was dissolved even before reaching reflux above 150° C. The sump temperature was 220° C. The amount of water removed from the cycle was 2.2 cc. Crystals precipitated from the reaction solution. After washing with petroleum ether and drying, 25.8 g was obtained. Yield: 84.4% of theory, mp 171°-175° C. (from cyclohexane). Extinction (g/l.cm) at 278 nm: 21; at 335 nm: 77.

Provenance & Evidence