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

Participants

Reaction Steps

A mixture of 8.60 g (0.05 mol) of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine and 106.17 g (1.0 mol) of p-xylene under a nitrogen atmosphere is heated at reflux for 48 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 (1×50 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 4.00 g (59% yield) of a white solid melting at 92.5-93° C.

Provenance & Evidence