1-Bromo-2,4-dichlorobenzene → 2,4-Dichloro-6'-fluoro-2'-methoxy-biphenyl

HRID 902379

Reaction equation

HRID 902379 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1Br.[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[C:12]=1B(O)O>COCCOC.O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:12]1[C:13]([O:17][CH3:18])=[CH:14][CH:15]=[CH:16][C:11]=1[F:10]

Participants

4

Reactant 2

HCID 709471-Bromo-2,4-dichlorobenzeneHCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acid

Product 1

HCID 691174512,4-Dichloro-6'-fluoro-2'-methoxy-biphenylYield 63%

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

Treatment of 2,4-dichlorobromobenzene (13.8 g, 61.2 mmol) with 2-fluoro-6-methoxybenzene boronic acid (5.0 g, 29.4 mmol) in DME-water (5:1, 150 mL) according to the procedure described for Example 69, Step 1 provided 5.0 g (63%) of 2,4-dichloro-2′-fluoro-6′-methoxybiphenyl as a colorless oil.

Sources & evidence

ORD record
ord-30feec0d3b7c448bae42df8bba8ac3bf
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Linked notes

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