Pentanal → 3-pentylidene-5-n-butyldihydro-2(3H)-furanone

HRID 1111319Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1111319
[CH:1](=O)[CH2:2][CH2:3]CC.[C:7]([CH:10]1[CH2:14][CH2:13][O:12][C:11]1=[O:15])(=O)[CH3:8].[C:16]([CH:19]1[CH2:23][CH:22]([CH2:24][CH2:25][CH2:26][CH3:27])[O:21][C:20]1=[O:28])(=O)[CH3:17].[OH-].[Na+]>C1(C)C=CC=CC=1>[CH:7](=[C:10]1[CH2:14][CH2:13][O:12][C:11]1=[O:15])[CH2:8][CH2:1][CH2:2][CH3:3].[CH:16](=[C:19]1[CH2:23][CH:22]([CH2:24][CH2:25][CH2:26][CH3:27])[O:21][C:20]1=[O:28])[CH2:17][CH2:1][CH2:2][CH3:3]

Komponenten

7

Edukt 4

HCID 8063PentanalHCID 106012-AcetylbutyrolactoneHCID 14798Sodium HydroxideHCID 108561723-Acetyl-5-butyloxolan-2-one

Produkt 2

HCID 538259603-pentylidene-5-n-butyldihydro-2(3H)-furanoneHCID 544632913-Pentylidene-dihydro-2(3H)-furanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Two reactions were carried out in accordance with the process of the invention using valeraldehyde. For one reaction (Example VI) 3-acetyl-dihydro-2(3H)-furanone was used and for the second reaction (Example VII) 3-acetyl-5-n-butyldihydro-2(3H)-furanone was employed. Both reactions used sodium hydroxide with toluene as the diluent and the reactants were present in essentially equimolar amounts. 3-Pentylidene-dihydro-2(3H)-furanone (86°-104° C. at 0.1 mm/Hg) and 3-pentylidene-5-n-butyldihydro-2(3H)-furanone (110°-131° C. at 0.01 mm/Hg) were obtained from the respective reactions. Proton nuclear magnetic resonance spectra for the products were as follows:

Quellen und Nachweise

ORD-Eintrag
ord-1b516ba21eae4e2aaaf08e9facdc0c1c
Quelldatensatz
uspto-grants-1990_12
Patentnummer
US04980342

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