1,2-Dibromo-4,5-difluorobenzene → 1-Bromo-4,5-difluoro-2-[4-(methylthio)phenyl]benzene

HRID 1598842Notes

Reaction equation

HRID 1598842 reaction equation
Br[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[Br:10].[CH3:11][S:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1>>[Br:10][C:3]1[CH:4]=[C:5]([F:9])[C:6]([F:8])=[CH:7][C:2]=1[C:16]1[CH:17]=[CH:18][C:13]([S:12][CH3:11])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 949491,2-Dibromo-4,5-difluorobenzeneHCID 27339594-(Methylthio)phenylboronic acid

Product 1

HCID 104955141-Bromo-4,5-difluoro-2-[4-(methylthio)phenyl]benzeneYield 175.2%

Procedure

Following the general procedure outlined in Synthetic Scheme IV, 40 g (147 mmol) of 1,2-dibromo-4,5-difluorobenzene was reacted with 12.3 g (73 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2). Purification by silica gel chromatography with hexane gave 40.3 g of 1-bromo-4,5-difluoro-2-[4-(methylthio)phenyl]benzene as a yellow oil which was used without further purification.

Workup

  1. customPurification by silica gel chromatography with hexane

Sources & evidence

ORD record
ord-e1ea12ed7cb54cc5b482d25c7e0ca671
Source dataset
uspto-grants-1998_04
Patent number
US05739166

Reaction notes

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