1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → HCID 10912826, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 8.60 g (0.1 mol) of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine and 53.09 g (0.5 mol) of p-xylene in 61 mL of chlorobenzene under a nitrogen atmosphere is heated at 140° C. for 56 hours. The reaction mixture is filtered to remove 1,4-dihydroxy-2,2,6,6-tetramethylpiperidine, and the filtrate is washed with 10 w/v % ascorbic acid (3×30 mL) and distilled water (2×50 mL). The organic phase is dried over anhydrous sodium sulfate and the volatiles are removed in vacuo. The residue is recrystallized from heptane to give 3.33 g (48% yield) of the title compound as a white solid melting at 92.5-93° C.

Provenance & Evidence