1,2-Dibromobenzene → HCID 10564598, compound

HRID 1839925Notes

Reaction equation

HRID 1839925 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[Br:8].[CH3:9][S:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1>>[Br:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:14]1[CH:15]=[CH:16][C:11]([S:10][CH3:9])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 114141,2-DibromobenzeneHCID 27339594-(Methylthio)phenylboronic acid

Product 1

HCID 10564598HCID 10564598, compoundYield 89%

Procedure

Following the general procedure outlined in Synthetic Scheme IV, 33 g (140 mmol) of 1,2-dibromobenzene was reacted with 12 g (70 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2). Purification by silica gel chromatography with hexane gave 17.2 g (89%) of 1-bromo-2-[4-(methylthio)phenyl]benzene as a colorless oil: NMR (CDCl3) δ 2.53 (s, 3H), 7.16-7.23 (m, 1H), 7.28-7.39 (m, 6H), 7.66 (d, J=8 Hz, 1H).

Workup

  1. customPurification by silica gel chromatography with hexane

Sources & evidence

ORD record
ord-6a70d7dbfe6d415fbe9969fe629829c1
Source dataset
uspto-grants-2004_01
Patent number
US06677488B2

Reaction notes

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