Acetic Acid → Canthaxanthin

HRID 2057735

Reaktionsgleichung

[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:40])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:39])=[CH:17]/[CH:18]=[CH:19]/[CH:20]=[C:21](\[CH3:38])/[CH:22]=[CH:23]/[CH:24]=[C:25](\[CH3:37])/[CH:26]=[CH:27]/[C:28]1[C:33]([CH3:35])([CH3:34])[CH2:32]C[CH2:30][C:29]=1C.Cl([O-])(=O)=[O:42].[Na+].[C:46]([OH:49])(=O)[CH3:47]>C(Cl)(Cl)Cl.O.II>[CH3:1][C:2]1[C:7](=[O:42])[CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:40])=[CH:13]/[CH:14]=[CH:15]/[C:16](/[CH3:39])=[CH:17]/[CH:18]=[CH:19]/[CH:20]=[C:21](\[CH3:38])/[CH:22]=[CH:23]/[CH:24]=[C:25](\[CH3:37])/[CH:26]=[CH:27]/[C:28]1[C:33]([CH3:35])([CH3:34])[CH2:32][CH2:47][C:46](=[O:49])[C:29]=1[CH3:30]

Komponenten

Reaktionsbedingungen

Temperatur: 25 °C

Versuchsvorschrift

10 g of β-carotene are dissolved in 500 ml of chloroform under a nitrogen atmosphere, and 60 g of sodium chlorate in 80 ml of water are added. The pH of the aqueous phase was brought to 3-4 with glacial acetic acid. 200 mg of iodine, dissolved in 100 ml of chloroform, are then added and the mixture is stirred for 20 hours at 25° C. The organic phase is then washed with four 200 ml portions of water and is dried, and the solvent is stripped off under reduced pressure. 500 ml of ethanol are added to the oily residue and the mixture is left to stand for 25 hours at -10° C. 8.2 g of crude canthaxanthin of 80.5% purity are obtained by filtration. Yield, 78.5%.

Aufarbeitung

additionare then added
washThe organic phase is then washed with four 200 ml portions of water
customis dried
addition500 ml of ethanol are added to the oily residue
waitthe mixture is left
waitto stand for 25 hours at -10° C

Quellen und Nachweise

ORD-Eintrag: ord-d2c0bd1d9cbb4ef29248aeede91df1f5
Quelldatensatz: uspto-grants-1980_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04212827

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