Azobisisobutyronitrile → Ethyl 3'-(bromomethyl)biphenyl-3-carboxylate

HRID 719705

Reaktionsgleichung

Reaktionsgleichung von HRID 719705
C(OC(C1C=C(C2C=CC(C[Br:19])=CC=2)C=CC=1)=O)C.[CH2:20]([O:22][C:23]([C:25]1[CH:26]=[C:27]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([CH3:37])[CH:32]=2)[CH:28]=[CH:29][CH:30]=1)=[O:24])[CH3:21].BrN1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[CH2:20]([O:22][C:23]([C:25]1[CH:26]=[C:27]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([CH2:37][Br:19])[CH:32]=2)[CH:28]=[CH:29][CH:30]=1)=[O:24])[CH3:21]

Komponenten

6

Edukt 4

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 214642554'-Bromomethyl-biphenyl-3-carboxylic acid ethyl esterHCID 586105893'-Methyl-biphenyl-3-carboxylic acid ethyl ester

Produkt 1

HCID 58610582Ethyl 3'-(bromomethyl)biphenyl-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

3′-Bromomethyl-biphenyl-3-carboxylic acid ethyl ester was synthesized as described for 4′-bromomethyl-biphenyl-3-carboxylic acid ethyl ester. 3′-Methyl-biphenyl-3-carboxylic acid ethyl ester (4.2 g, 17.48 mmol, 1 eq.) in carbon tetrachloride was treated with N-bromosuccinimide (3.73 g, 20.98 mmol, 1.2 eq.) and 2,2′-azobisisobutyronitrile (0.14 g, 0.87 mmol, 5 mol %). When complete, the reaction was worked up as described leaving an orange oil.

Aufarbeitung

  1. customas described leaving an orange oil

Quellen und Nachweise

ORD-Eintrag
ord-a57d8b08ddea457495105a5b1b3b4d89
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07132456B2

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