Water → Salvinorin B

HRID 1509364

Reaktionsgleichung

Reaktionsgleichung von HRID 1509364
CC([O:4][C@@H:5]1[C:19](=[O:20])[C@H:18]2[C@@:8]([CH3:27])([CH2:9][CH2:10][C@@H:11]3[C@:17]2([CH3:21])[CH2:16][C@@H:15]([C:22]2[CH:23]=[CH:24][O:25][CH:26]=2)[O:14][C:12]3=[O:13])[C@H:7]([C:28]([O:30][CH3:31])=[O:29])[CH2:6]1)=O.C(=O)([O-])[O-].[Na+].[Na+].O>CO>[CH3:27][C@:8]12[C@H:7]([C:28]([O:30][CH3:31])=[O:29])[CH2:6][C@H:5]([OH:4])[C:19](=[O:20])[C@@H:18]1[C@:17]1([CH3:21])[C@H:11]([C:12]([O:14][C@H:15]([C:22]3[CH:23]=[CH:24][O:25][CH:26]=3)[CH2:16]1)=[O:13])[CH2:10][CH2:9]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 128563Salvinorin A

Produkt 1

HCID 11440685Salvinorin BAusbeute 42,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of Salvinorin A (500 mg, 1.15 mM) in methanol (10 ml) was added solid sodium carbonate (490 mg, 4.6 mM) and the mixture stirred at room temperature overnight. Water (20 ml) was added to mixture and the mixture stirred for 30 mins. The solution was filtered and the filter-cake washed with ice-cold water (20 ml) and ice-cold methanol (20 ml) and dried in a dessicator to give Salvinorin B (191 mg, 42%).

Aufarbeitung

  1. stirringthe mixture stirred for 30 mins
  2. filtrationThe solution was filtered
  3. washthe filter-cake washed with ice-cold water (20 ml) and ice-cold methanol (20 ml)
  4. customdried in a dessicator

Quellen und Nachweise

ORD-Eintrag
ord-fde16edeb1b248fdb5fe3b8ab8ff05a5
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09222949B2

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