4-Methylbenzaldehyde → (4-Methylphenyl)[4-(trimethylsilyl)phenyl]methanone

HRID 1195096Notes

Reaction equation

HRID 1195096 reaction equation
[CH3:1][Si:2]([CH3:11])([CH3:10])[C:3]1[CH:8]=[CH:7][C:6](Cl)=[CH:5][CH:4]=1.[Mg].[CH3:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=1>O1CCCC1>[CH3:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]([C:6]2[CH:7]=[CH:8][C:3]([Si:2]([CH3:11])([CH3:10])[CH3:1])=[CH:4][CH:5]=2)=[O:19])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 77254-MethylbenzaldehydeHCID 66351(p-Chlorophenyl)trmethylsilaneHCID 5462224Magnesium

Product 1

HCID 19898435(4-Methylphenyl)[4-(trimethylsilyl)phenyl]methanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

C-1) A Gringnard reagent consisting of 0.2 mol of 4-trimethylsilylchlorobenzene and 0.2 mol of magnesium was prepared in tetrahydrofuran, mixed with 0.2 mol of 4-methylbenzaldehyde and subjected to Oppenauer oxidation reaction to obtain 4-methyl-4'-trimethylsilylbenzophenone represented by the following chemical structural formula: ##STR19## The reaction product was actually used in the form of a 15% solution in isopropyl alcohol.

Workup

  1. customsubjected to Oppenauer oxidation reaction

Sources & evidence

ORD record
ord-422fc78238ab4c59ae29ba43dc6e0a8e
Source dataset
uspto-grants-1992_05
Patent number
US05110621

Reaction notes

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