Sulfuric Acid → Canthaxanthin

HRID 2057737

Reaktionsgleichung

Reaktionsgleichung von HRID 2057737
Cl([O-])(=O)=O.[Na+].[I-].[Na+].[CH3:8][C:9]1[CH:14]([OH:15])[CH2:13][CH2:12][C:11]([CH3:17])([CH3:16])[C:10]=1/[CH:18]=[CH:19]/[C:20](/[CH3:49])=[CH:21]/[CH:22]=[CH:23]/[C:24](/[CH3:48])=[CH:25]/[CH:26]=[CH:27]/[CH:28]=[C:29](\[CH3:47])/[CH:30]=[CH:31]/[CH:32]=[C:33](\[CH3:46])/[CH:34]=[CH:35]/[C:36]1[C:41]([CH3:43])([CH3:42])[CH2:40][CH2:39][CH:38]([OH:44])[C:37]=1[CH3:45].S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>O.C(Cl)(Cl)Cl>[CH3:45][C:37]1[C:38](=[O:44])[CH2:39][CH2:40][C:41]([CH3:42])([CH3:43])[C:36]=1/[CH:35]=[CH:34]/[C:33](/[CH3:46])=[CH:32]/[CH:31]=[CH:30]/[C:29](/[CH3:47])=[CH:28]/[CH:27]=[CH:26]/[CH:25]=[C:24](\[CH3:48])/[CH:23]=[CH:22]/[CH:21]=[C:20](\[CH3:49])/[CH:19]=[CH:18]/[C:10]1[C:11]([CH3:17])([CH3:16])[CH2:12][CH2:13][C:14](=[O:15])[C:9]=1[CH3:8]

Komponenten

8

Edukt 5

HCID 1118Sulfuric AcidHCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 516902Sodium ChlorateHCID 11757703β,β-Carotene-4,4'-diol

Produkt 1

HCID 5281227CanthaxanthinAusbeute 94.872,398 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

An aqueous solution of 3.2 g of sodium chlorate and 20 mg of sodium iodide, dissolved in 20 ml of water, is added to 500 mg of racemic isozeaxanthin dissolved in 50 ml of chloroform, the two-phase mixture is stirred thoroughly at room temperature, and 5 ml of 0.01N sulfuric acid is added. After an hour, the mixture is neutralized with dilute sodium carbonate solution, the phases are separated, and the organic phase is washed with water and dried over sodium sulfate. The solvent is distilled off under reduced pressure, 50 ml of heptane is added to the residue, and the whole is refluxed for 1 hour. After cooling, filtration gives 471 g (94% of theory) of canthaxanthin.

Aufarbeitung

  1. waitAfter an hour
  2. customthe phases are separated
  3. washthe organic phase is washed with water
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent is distilled off under reduced pressure, 50 ml of heptane
  6. additionis added to the residue
  7. temperaturethe whole is refluxed for 1 hour
  8. temperatureAfter cooling
  9. filtrationfiltration

Quellen und Nachweise

ORD-Eintrag
ord-d995584d61d8457c8560b1023dcc81b7
Quelldatensatz
uspto-grants-1980_07
Patentnummer
US04212827

Verknüpfte Notizen

Wird geladen…