1,2,4-Trimethylbenzene → (4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal

HRID 2408249Notes

Reaction equation

HRID 2408249 reaction equation
C([O:4][CH:5]([C:9]1[CH:14]=C[C:12](C)=[CH:11][CH:10]=1)C(C)=C)C=C.[C:16]1([C:18](=[CH:20][C:21](=[CH:23][CH:24]=1)[CH3:22])C)[CH3:17]>>[CH3:14][CH:9]([CH2:10]/[C:11](/[CH3:12])=[CH:17]/[C:16]1[CH:24]=[CH:23][C:21]([CH3:22])=[CH:20][CH:18]=1)[CH:5]=[O:4]

Participants

3

Reactant 2

HCID 72471,2,4-TrimethylbenzeneHCID 673304211-[1-(Allyloxy)-2-methyl-2-propenyl]-4-methylbenzene

Product 1

HCID 86656518(4E)-2,4-dimethyl-5-(4-methylphenyl)-4-pentenal

Procedure

The 1-[1-(allyloxy)-2-methyl-2-propenyl]-4-methylbenzene (24 g, 0.116 mol) and [RuCl2(PPh3)3] (200 mg) were heated in the presence of BHT (50 mg) in pseudo-cumene (50 ml) at 170-180° C. (reflux) for 4 hours.

Workup

  1. temperature(reflux) for 4 hours

Sources & evidence

ORD record
ord-36ce81bcc12c40bdad117cbe88f08859
Source dataset
uspto-grants-2014_08
Patent number
US08815792B2

Reaction notes

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