Hydrochloric Acid → HCID 71607581, Verbindung

HRID 714493

Reaktionsgleichung

Reaktionsgleichung von HRID 714493
[CH:1]1[C:6]([C@@H:7]2[O:16][C:15]3[CH:14]=[C:13]([OH:17])[CH:12]=[C:11]([OH:18])[C:10]=3[CH2:9][C@@H:8]2[OH:19])=[CH:5][C:4]([OH:20])=[C:3]([OH:21])[CH:2]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23].N1[CH:34]=[CH:33]C=CC=1.Cl.CN(C=[O:40])C>>[C:22]([O:21][C:3]1[CH:2]=[CH:1][C:6]([C@@H:7]2[C@H:8]([OH:19])[CH2:9][C:10]3[C:15](=[CH:14][C:13]([OH:17])=[CH:12][C:11]=3[OH:18])[O:16]2)=[CH:5][C:4]=1[O:20][C:33](=[O:40])[CH3:34])(=[O:24])[CH3:23]

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6228DimethylformamideHCID 7918Acetic AnhydrideHCID 182232(+)-Epicatechin

Produkt 1

HCID 71607581HCID 71607581, Verbindung

Versuchsvorschrift

To a stirred solution of (±) epicatechin 1 (0.10 gm, 0.34 mmol) in DMF, Acetic anhydride (0.11 ml, 0.10 mmol) and pyridine (0.08 ml, 0.10 mmol) was added at room temperature. After an additional stirring at this for 24 h, 2N HCl was added and extracted with ethyl acetate (2×50 ml). The combined organic layer was washed with brine and dried over sodium sulphate. The crude reaction mixture was purified using preparative HPLC to afford 4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene diacetate (0.004 gm) and 4-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1,2-phenylene diacetate (0.008 gm) as a white solid material.

Aufarbeitung

  1. extractionextracted with ethyl acetate (2×50 ml)
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over sodium sulphate
  4. customThe crude reaction mixture
  5. customwas purified

Quellen und Nachweise

ORD-Eintrag
ord-48edf0783c39400e824884187be41586
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09187448B2

Verknüpfte Notizen

Wird geladen…