1,4-Dihydroxy-2,2,6,6-tetramethylpiperidine → 1-(2,4-Dibromophenoxy)-2,2,6,6-tetramethyl-4-hydroxypiperidine

Participants

Reaction Steps

The procedure of Example 1 is repeated using 12.8 g (74 mmol) of 1-oxyl-2,2,6,6-tetramethyl-4-hydroxypiperidine, 14.23 g (138 mmol) of tert-butyl nitrite, 0.73 g (0.74 mmol) of copper(II) fluoride, 200 mL of pyridine and 8.56 g (92 mmol) of 2,4-dibromoaniline at 65° C. The crude product obtained is purified by vacuum flash chromatography (5% ethyl acetate/heptane) to give 17 g of the title compound as a yellowish solid solid in 63.5% yield. The structure is confirmed by 1Hnmr analysis.

Provenance & Evidence