Reaktion #76845

ord-f24e6e9e99bd4fac890556b12ca9beb8

Reaktionsgleichung

CC(C)(C)CC(C)(C)c1ccc(O)c(C(C)(C)c2ccccc2)c1
2-α-cumyl-4-tert-octylphenol
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(-c2ccccc2)c1
( D )
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(-c2ccccc2)c1
2-Hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene
[Na+].[OH-]
sodium hydroxide
N#[N+]c1ccc(-c2ccccc2)cc1[N+](=O)[O-].O=S(=O)([O-])O
4-phenyl-2-nitrobenzenediazonium hydrogen sulfate
→
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(C(C)(C)c2ccccc2)c1
title compound
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(C(C)(C)c2ccccc2)c1
2-Hydroxy-2′nitro-3-α-cumyl-4′-phenyl-5-tert-octylazobenzene

Edukte

CC(C)(C)CC(C)(C)c1ccc(O)c(C(C)(C)c2ccccc2)c1
2-α-cumyl-4-tert-octylphenol
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(-c2ccccc2)c1
( D )
CC(C)(C)CC(C)(C)c1cc(N=Nc2ccc(-c3ccccc3)cc2[N+](=O)[O-])c(O)c(-c2ccccc2)c1
2-Hydroxy-2′nitro-3,4′-diphenyl-5-tert-octylazobenzene
[Na+].[OH-]
sodium hydroxide
N#[N+]c1ccc(-c2ccccc2)cc1[N+](=O)[O-].O=S(=O)([O-])O
4-phenyl-2-nitrobenzenediazonium hydrogen sulfate

Reagenzien

Keine

Lösungsmittel

CO
methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The procedure of Example 1 (D) is followed using sodium hydroxide (4 g, 0.1 mol), methanol (100 mL), 4-phenyl-2-nitrobenzenediazonium hydrogen sulfate (16 g, 0.034 mol) and 2-α-cumyl-4-tert-octylphenol (8.1 g, 0.028 mol) to give the title compound as a dark red solid melting at 176-179° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06703510B2uspto-grants-2004_03