2,6-Dibromoaniline → 4,4''-Di-tert-butyl-[1,1':3',1''-terphenyl]-2'-amine

HRID 348585

Reaktionsgleichung

Reaktionsgleichung von HRID 348585
Br[C:2]1[CH:8]=[CH:7][CH:6]=[C:5](Br)[C:3]=1[NH2:4].[C:10]([C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:10]([C:14]1[CH:19]=[CH:18][C:17]([C:2]2[CH:8]=[CH:7][CH:6]=[C:5]([C:17]3[CH:18]=[CH:19][C:14]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:15][CH:16]=3)[C:3]=2[NH2:4])=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11]

Komponenten

4

Edukt 2

HCID 690982,6-DibromoanilineHCID 27343204-tert-Butylphenylboronic acid

Produkt 1

HCID 221781734,4''-Di-tert-butyl-[1,1':3',1''-terphenyl]-2'-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418397HCID 178418397, VerbindungKatalysator

Versuchsvorschrift

The same procedure as in Example 1(1) was used except that reaction was conducted by using 2,6-dibromoaniline (9.00 g, 35.6 mmol), Pd(PPh3)4 (5.0 g), and 4-t-butylphenyl boronic acid (19.0 g, 107 mmol). Yield 3.0 g. 1H NMR (CD2Cl2): δ 7.50 (d, 4H, Harom), 7.43 (d, 4H, Harom), 7.08 (d, 2H, Harom), 6.83 (t, 1H, Harom), 3.93 (s, 2H, NH2), 1.38 (s, 18H, t-Bu).

Quellen und Nachweise

ORD-Eintrag
ord-0c4d8201aedc47cab28040fa148ffa75
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176950B2

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