Hydrochloric Acid → 3-[1,9-dimethoxy-5,9-dimethyl-2(E)decenylidene]-4-butyrolactone

Reaktionsgleichung

Cl.[CH3:2][O:3][C:4]([CH3:23])([CH3:22])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:21])[CH2:9][CH:10](O)[CH2:11][C:12]([CH:14]1[CH2:19][O:18][C:16](=[O:17])[CH2:15]1)=[O:13].[CH3:24]O>>[CH3:24][O:13][C:12](=[C:14]1[CH2:19][O:18][C:16](=[O:17])[CH2:15]1)/[CH:11]=[CH:10]/[CH2:9][CH:8]([CH3:21])[CH2:7][CH2:6][CH2:5][C:4]([O:3][CH3:2])([CH3:23])[CH3:22]

Komponenten

Edukt 3

HCID 313Hydrochloric Acid

HCID 887Methanol2×

HCID 20528523HCID 20528523, Verbindung

Produkt 1

HCID 867385323-[1,9-dimethoxy-5,9-dimethyl-2(E)decenylidene]-4-butyrolactoneAusbeute 52,1 %

Versuchsvorschrift

1 ml of methanol saturated with hydrochloric acid is added to a solution of 1.05 g (0.0033 moles) of 3-(9-methoxy-3-hydroxy-5,9-dimethyl-decanoyl)-4-butyrolactone in 10 ml of dry methanol, and the mixture is allowed to stand at room temperature overnight. The solvent is distilled off in vacuo, the residue is dissolved in ether, the etheral solution is washed with distilled water, dried, the solvent is distilled off, and the residue is purified by column chromatography (adsorbent: Kieselgel 60, solvent: a 10:0.1 mixture of benzene and methanol). 0.54 g (52.1%) of the aimed compound are obtained; Rf =0.8 (developed with a 10:0.2 mixture of benzene and methanol).