2-Bromonaphthalene → HCID 10944814, compound

HRID 393505Notes

Reaction equation

HRID 393505 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.Br[C:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=1>[Cu]>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 113722-BromonaphthaleneHCID 114661-Bromo-4-nitrobenzene

Product 1

HCID 10944814HCID 10944814, compound

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

202 g of 1-bromo-4-nitrobenzene and 207 g of 2-bromonaphthalene were subjected to Ullmann coupling using a copper catalyst. The product was purified by a column chromatography to obtain 2-(4-nitrophenyl)naphthalene. The product was reduced using a reduced iron to obtain 2-(4-aminophenyl)naphthalene (yield: 36%).

Workup

  1. customThe product was purified by a column chromatography

Sources & evidence

ORD record
ord-df32556364fe42828707ae52096e45f6
Source dataset
uspto-grants-2004_10
Patent number
US06808869B1

Reaction notes

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