1-Bromo-2-chlorobenzene → 2'-Chloro-2-fluoro-6-methoxybiphenyl

HRID 902362Notes

Reaction equation

HRID 902362 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[Cl:8].[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[C:11]=1B(O)O>COCCOC.O>[Cl:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:11]1[C:12]([O:16][CH3:17])=[CH:13][CH:14]=[CH:15][C:10]=1[F:9]

Participants

4

Reactant 2

HCID 127541-Bromo-2-chlorobenzeneHCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acid

Product 1

HCID 689614152'-Chloro-2-fluoro-6-methoxybiphenylYield 122.2%

Reagents, catalysts & solvents 1

HCID 18180031Water 1,2-dimethoxyethaneSolvent

Procedure

Treatment of 2-bromochlorobenzene (9 mL, 77.6 mmol) with 2-fluoro-6-methoxybenzene boronic acid (10.0 g, 58.8 mmol) in DME-water (5:1, 250 mL) according to the procedure described for Example 69, Step 1 provided 17.0 g of 2′-chloro-2-fluoro-6-methoxybiphenyl as a colorless oil.

Sources & evidence

ORD record
ord-764ca2ed0d954074b221b7f34c87de3f
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

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