Propylbenzene → beta-Methylstyrene

HRID 1646838Notes

Reaction equation

HRID 1646838 reaction equation
[C:1]1([C:7]#[C:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H].C(C1C=CC=CC=1)CC>COCCOC>[CH3:9][CH:8]=[CH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7668PropylbenzeneHCID 69601MethylphenylacetyleneHCID 178418361HCID 178418361, compound

Product 1

HCID 12500beta-MethylstyreneYield 46%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

In 1.0 ml of DME were heated 1.0 mmol of 1-phenyl-1-propyne and 0.01 mmol of tetraethylammonium μ-hydride-bis(pentacarbonylchromium(O)) at 100° C. and at a hydrogen pressure of 50 atm for 13 hours with stirring. GLC analysis of the reaction mixture revealed that propylbenzene and β-methylstyrene were produced in a yield of 46% and 10%, respectively.

Sources & evidence

ORD record
ord-3c3c9c1781de4c648f59bd04e4f6ab9d
Source dataset
uspto-grants-1993_01
Patent number
US05182246

Reaction notes

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