HCID 21288544, compound → HCID 56615237, compound

HRID 868388Notes

Reaction equation

HRID 868388 reaction equation
[CH2:1]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][CH:7]=1)[CH:2]=[CH2:3]>[Ru]>[CH:1]([O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([CH3:13])([CH3:15])[CH3:14])=[CH:10][CH:11]=1)=[CH:2][CH3:3]

Participants

3

Reactant 1

HCID 21288544HCID 21288544, compound

Product 1

HCID 56615237HCID 56615237, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Conditions

Temperature
180 °C

Procedure

204 g (1.0 mol) of p-tert-butylbenzyl allyl ether are treated with 2.04 g of ruthenium on aluminium oxide (5%) and stirred under a nitrogen atmosphere for 1 hour at a bath temperature of 180° C. After filtering off the catalyst the remainder is distilled in a high vacuum. There are obtained 163.4 g of p-tert-butylbenzyl propenyl ether as a mixture of the Z- and the E-isomers (80.1% of theory based on p-tert-butylbenzyl chloride).

Workup

  1. filtrationAfter filtering off the catalyst the remainder
  2. distillationis distilled in a high vacuum

Sources & evidence

ORD record
ord-02994b67150e4836a7bba6cc3d07a28e
Source dataset
uspto-grants-1988_10
Patent number
US04778934

Reaction notes

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