Azobisisobutyronitrile → HCID 58610590, compound

HRID 719724

Reaction equation

HRID 719724 reaction equation
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]=[CH:33][C:32]=2[CH3:37])[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]=[CH:33][C:32]=2[CH2:37][Br:19])[CH:28]=[CH:29][CH:30]=1)=[O:24])[CH3:21]

Participants

6

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 12853045Ethyl 2'-methyl[1,1'-biphenyl]-3-carboxylateHCID 214642554'-Bromomethyl-biphenyl-3-carboxylic acid ethyl ester

Product 1

HCID 58610590HCID 58610590, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2′-Bromomethyl-biphenyl-3-carboxylic acid ethyl ester was synthesized as described for 4′-bromomethyl-biphenyl-3-carboxylic acid ethyl ester. 2′-Methyl-biphenyl-3-carboxylic acid ethyl ester (8.3 g, 34.54 mmol, 1 eq.) in carbon tetrachloride was treated with N-bromosuccinimide (7.38 g, 41.45 mmol, 1.2 eq.) and 2,2′-azobisisobutyronitrile (0.28 g, 1.73 mmol, 5 mol %). When complete, the reaction was worked up as described leaving an orange oil.

Workup

  1. customas described leaving an orange oil

Sources & evidence

ORD record
ord-93a2a49a9d544b53b0a780eed22a98f2
Source dataset
uspto-grants-2006_11
Patent number
US07132456B2

Linked notes

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