Acetic Acid → Npc182939

HRID 1085934

Reaktionsgleichung

Reaktionsgleichung von HRID 1085934
[CH3:1][C@H:2]1[C@@H:12]2[CH2:13][CH2:14][C@@:15]3([CH3:19])[O:17][O:18][C@:11]42[C@H:5]([C@@H:6]([CH3:20])[C:7]([O:9][C@@H:10]4[O:16]3)=[O:8])[CH2:4][CH2:3]1.[BH4-].[Na+].C(O)(=O)C>CO>[CH3:1][C@H:2]1[C@@H:12]2[CH2:13][CH2:14][C:15]3([CH3:19])[O:17][O:18][C@:11]42[C@H:5]([C@@H:6]([CH3:20])[C@@H:7]([OH:8])[O:9][C@@H:10]4[O:16]3)[CH2:4][CH2:3]1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 68827ArtemisininHCID 4311764Sodium borohydride

Produkt 1

HCID 456410Npc182939

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4 g (0.014 m) of qinghaosu (I) in 200 ml of methanol, was added 4 g of sodium borohydride in small portions, keeping the reaction mixture at 0°-5°. After stirring for 60 min, the mixture was neutralized with glacial acetic acid, concentrated and diluted with water. The white precipitate formed was collected and dried. Recrystallization of the solid from acetone-hexane afforded white needles mp: 153°-58° C., 3.2 g (80).

Aufarbeitung

  1. customat 0°-5°
  2. concentrationconcentrated
  3. additiondiluted with water
  4. customThe white precipitate formed
  5. customwas collected
  6. customdried
  7. customRecrystallization of the solid from acetone-hexane afforded white needles mp: 153°-58° C., 3.2 g (80)

Quellen und Nachweise

ORD-Eintrag
ord-2dde5313947f46a090dca57632cbefff
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05011951

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