Lipoic acid → Dihydrolipoic Acid

HRID 1631840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1631840
[CH2:1]1[C@@H:5]([CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[S:4][S:3][CH2:2]1.[BH4-].[Na+]>O.C(O)C.[O-2].[Fe+2]>[CH2:7]([CH2:6][C@@H:5]([SH:4])[CH2:1][CH2:2][SH:3])[CH2:8][CH2:9][C:10]([OH:12])=[O:11].[CH2:7]([CH2:6][CH:5]([SH:4])[CH2:1][CH2:2][SH:3])[CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Komponenten

6

Edukt 2

HCID 6112Lipoic acidHCID 4311764Sodium borohydride

Produkt 2

HCID 421Dihydrolipoic AcidHCID 9834298(R)-Dihydrolipoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 449809Ferrous oxideKatalysatorHCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

To chemically reduce the disulfide bond of LA-IO to dithiol groups, 0.2 g of solid black lipoic acid was coated iron oxide nanoparticles in 50 mL of water/ethanol mixture (1:1), then the dispersion was ultra-sonicated for 10 min, followed by vigorous stirring for another 20 min in ice bath. 0.2 g of ice cold solution of freshly prepared sodium borohydride was slowly added to it under vigorous stirring conditions. After complete addition of the solution, the stirring was continued for another 2 h. The black materials were then separated by sedimentation using a strong neodymium magnet and washed with DI water to neutrality. The material was then taken in choloroform and dried under vacuum to get the solid black dihydrolipoic acid coated iron oxide nanoparticles (DHLA-IO). They were used for the next step of reaction as synthesized.

Aufarbeitung

  1. customthe dispersion was ultra-sonicated for 10 min
  2. stirringunder vigorous stirring conditions
  3. additionAfter complete addition of the solution
  4. waitthe stirring was continued for another 2 h
  5. customThe black materials were then separated by sedimentation
  6. washwashed with DI water to neutrality
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7216067c10eb40bd8d1195b20b8ab1f9
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791285B2

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