Réaction #56609

ord-db1f92df2b384e879f1959edf9e78cfc

Équation de réaction

CC1(C)CCCC(C)(C)N1O
1-oxyl-2,2,6,6-tetra-methylpiperidine
CC(C)(C)ON=O
tert-butyl nitrite
CC(C)(C)CC(C)(C)c1cc(-n2nc3ccc(-c4ccc(N)cc4)cc3n2)c(O)c(C(C)(C)c2ccccc2)c1
5-(4-aminophenyl)-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole
CC(C)(C)CC(C)(C)c1cc(-n2nc3ccc(-c4ccc(ON5C(C)(C)CCCC5(C)C)cc4)cc3n2)c(O)c(C(C)(C)c2ccccc2)c1
title compound
Rendement 87.3%
CC(C)(C)CC(C)(C)c1cc(-n2nc3ccc(-c4ccc(ON5C(C)(C)CCCC5(C)C)cc4)cc3n2)c(O)c(C(C)(C)c2ccccc2)c1
5-[4-(2,2,6,6-Tetramethylpiperidin-1-yloxy)-phenyl]-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole
Rendement 87.3%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe crude product obtained

Mode opératoire

The title compound is prepared reacting 0.59 g (3.75 mmol) of 1-oxyl-2,2,6,6-tetra-methylpiperidine, 1.0 g (10 mmol) of tert-butyl nitrite, 2.3 mg (0.0037 mmol) of (S,S)-(+)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II), 120 mL of pyridine and 24.0 g (75 mmol) of 5-(4-aminophenyl)-2-(2-hydroxy-3-α-cumyl-5-tert-octylphenyl)-2H-benzotriazole, prepared in Example 17, in 10 mL of pyridine at 70° C. The crude product obtained is purified by vacuum flash chromatography (2% ethyl acetate/heptane) to give 2.20 g of the title compound as a colorless oil in 87.3% yield. M/S [M+1] 673

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07419513B2uspto-grants-2008_09