Reaktion #531900

ord-b1c9e041c4f049b1b3b5b23d07950556

Reaktionsgleichung

OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@@H](O[C@H]1[C@H](O)[C@H]2O)O[C@@H]8CO)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO
β-CD
O
water
Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1
trans-resveratrol
OC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](O)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@@H](O[C@H]5[C@H](O)[C@@H](O)[C@@H](O[C@H]6[C@H](O)[C@@H](O)[C@@H](O[C@H]7[C@H](O)[C@@H](O)[C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@@H](O[C@H]1[C@H](O)[C@H]2O)O[C@@H]8CO)O[C@@H]7CO)O[C@@H]6CO)O[C@@H]5CO)O[C@@H]4CO)O[C@@H]3CO.Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1
trans-resveratrol β-cyclodextrin

Reagenzien

Keine

Lösungsmittel

Reaktionsbedingungen

Temperatur
15°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was heated to a temperature
  2. 2
    Temperaturthe mixture was heated again twice to a temperature
  3. 3
    workup.WAITranging 60-70° C. in a microwave oven, for 90 seconds
  4. 4
    workup.ADDITIONwere added
  5. 5
    TemperaturThe mixture was heated once or twice to a temperature
  6. 6
    workup.WAITranging 60-70° C. in a microwave oven, for 90 seconds
  7. 7
    workup.WAITleft at this temperature up to 24 hours

Vorschrift

Fifty g of β-CD (44 mM) and 1000 mL of distilled water were put in a 5000 mL beaker. The mixture was heated to a temperature ranging 60-70° C. in a microwave oven, for 90 seconds. Soon after, 100 to 200 mL of ethanol 96% were added, and the mixture was heated again twice to a temperature ranging 60-70° C. in a microwave oven, for 90 seconds. To the resulting solution, 10 g of trans-resveratrol (44 mM) diluted in 50-100 mL of ethanol 96% were added. The mixture was heated once or twice to a temperature ranging 60-70° C. in a microwave oven, for 90 seconds. The resulting solution was slowly cooled at 15° C. and left at this temperature up to 24 hours. The crystals formed from trans-resveratrol/β-cyclodextrin (β-CD/Res) complex were collected by filtration under reduced pressure, and dried in a vacuum oven at 60° C., resulting in 14.5-28 g of the invention complex with purity from 91 to 98% and a yield around 56%. Besides, filtrate (resulting solution) was freeze dried, providing 45.5-31.5 g of solid material having non-reacted components and other complexes (FIGS. 1 and 6).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08476248B2uspto-grants-2013_07