Isovincamine → Apovincamine

HRID 1414344

Reaktionsgleichung

Reaktionsgleichung von HRID 1414344
[CH3:1][CH2:2][C:3]12[CH2:21][C:20](O)([C:22]([O:24][CH3:25])=[O:23])[N:19]3[C:9]4=[C:10]([C:13]5[C:18]3=[CH:17][CH:16]=[CH:15][CH:14]=5)[CH2:11][CH2:12][N:7]([CH:8]14)[CH2:6][CH2:5][CH2:4]2>C(O)=O>[CH3:1][CH2:2][C@:3]12[CH:21]=[C:20]([C:22]([O:24][CH3:25])=[O:23])[N:19]3[C:9]4=[C:10]([CH2:11][CH2:12][N:7]([C@@H:8]14)[CH2:6][CH2:5][CH2:4]2)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=13

Komponenten

3

Edukt 1

HCID 5668Isovincamine

Produkt 1

HCID 71204ApovincamineAusbeute 80,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

A solution of 3.54 g (0.01 mol) of 16-epivincamine in 50 ml of formic acid is heated under reflux for 10 hours, under nitrogen. The formic acid is evaporated on a water bath in vacuo, the residue is dissolved in methylene chloride, and the latter solution is washed with a saturated solution of sodium bicarbonate and with water. The solution is dried over sodium sulphate and filtered, and the methylene chloride is evaporated from the filtrate. 2.7g (yield = 80%) of apovincamine are thus collected.

Aufarbeitung

  1. temperatureunder reflux for 10 hours, under nitrogen
  2. customThe formic acid is evaporated on a water bath in vacuo
  3. dissolutionthe residue is dissolved in methylene chloride
  4. washthe latter solution is washed with a saturated solution of sodium bicarbonate and with water
  5. dry with materialThe solution is dried over sodium sulphate
  6. filtrationfiltered
  7. customthe methylene chloride is evaporated from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-9c7eaee7879a416981dc934ca6fde6c3
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04001251

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