2-Chlorotoluene → 2,2'-Dimethylbiphenyl

HRID 2165364Notes

Reaction equation

HRID 2165364 reaction equation
[C:1]([Mg]Cl)([CH3:4])([CH3:3])[CH3:2].Cl[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14].[CH2:15]1[CH2:19]OC[CH2:16]1>>[CH3:2][C:1]1[CH:4]=[CH:19][CH:15]=[CH:16][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14]

Participants

4

Reactant 3

HCID 72382-ChlorotolueneHCID 8028TetrahydrofuranHCID 178418310HCID 178418310, compound

Product 1

HCID 117972,2'-Dimethylbiphenyl

Procedure

All of the following runs were made with 1 mmol NiBr2 and 24 mmol t-butylmagnesium chloride in THF at reflux for 16 hours. Protic ligands were converted to their magnesium salts by the addition of an equivalent amount of a Grignard reagent prior to addition of 2 -chlorotoluene.

Workup

  1. temperatureat reflux for 16 hours

Sources & evidence

ORD record
ord-18a84f625e754b8e8a0fbd64436b79ce
Source dataset
uspto-grants-1990_07
Patent number
US04939309

Reaction notes

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