2-Propenal, 3-[4-(1,1-dimethylethyl)phenyl]-2-methyl- → Lilial

HRID 1903318

Reaktionsgleichung

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[C:12]([CH:14]=[O:15])[CH3:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>O.[Pd]>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH:12]([CH3:13])[CH:14]=[O:15])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

1420 g of 1-(p-tert.butylphenyl)-2-formyl-1-propene, prepared as described in paragraph (e), are mixed together with 6 g of 5% palladium/carbon and 6.8 g of soda in 20 ml of water at 70°-75° C. in a stirring autoclave. The autoclave is charged with hydrogen (8 atmospheres) and heated to 110° C. About 230 liters of hydrogen are absorbed after 12 hours. The crude 3-(p-tert.butyl-phenyl)-2-methyl-propionaldehyde is treated with ether, washed neutral with water and dried over sodium sulphate. After removing the ether, the product is fractionally distilled in vacuo. After separating a first running and a last running, there are obtained 1275 g of 3-(p-tert.butylphenyl)-2-methyl-propionaldehyde in 95% purity (about 88% of theory). Boiling point: 150°-152° C./15 mmHg; nD20 =1.5050.

Aufarbeitung

customAbout 230 liters of hydrogen are absorbed after 12 hours
additionThe crude 3-(p-tert.butyl-phenyl)-2-methyl-propionaldehyde is treated with ether
washwashed neutral with water
dry with materialdried over sodium sulphate
customAfter removing the ether
distillationthe product is fractionally distilled in vacuo
customAfter separating a first running

Quellen und Nachweise

ORD-Eintrag: ord-41740ed71faf4bc78ef173ba5d954b0f
Quelldatensatz: uspto-grants-1984_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04435585

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