2-Bromo-4-chloro-1-methylbenzene → HCID 69116784, compound

HRID 902370Notes

Reaction equation

HRID 902370 reaction equation
Br[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH3:9].[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])C=1B(O)O.[CH3:22]OCCOC.O>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([C:9]2[C:13]([O:17][CH3:18])=[CH:14][CH:15]=[CH:16][C:11]=2[F:10])=[C:2]([CH3:22])[CH:7]=1

Participants

4

Reactant 3

HCID 6098982-Bromo-4-chloro-1-methylbenzeneHCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acidHCID 18180031Water 1,2-dimethoxyethane

Product 1

HCID 69116784HCID 69116784, compound

Procedure

Treatment of 2-bromo-4-chlorotoluene (20 mL, 0.15 mol) with 2-fluoro-6-methoxybenzene boronic acid (10.0 g, 58.8 mmol) in DME-water (5:1, 300 mL) according to the procedure described for Example 69, Step 1 provided 21.0 g of 4-chloro-2′-fluoro-6′-methoxy-2-methylbiphenyl as a colorless oil.

Sources & evidence

ORD record
ord-329fc850df854f9e970cff944eb64225
Source dataset
uspto-grants-2008_04
Patent number
US07365095B2

Reaction notes

Loading…