2-Oxoglutaric Acid → HCID 86734016, compound

HRID 1576653Notes

Reaction equation

HRID 1576653 reaction equation
[O:1]=[C:2]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:3]([OH:5])=[O:4].[CH3:11][CH2:12][C@:13]12[CH2:29][C@:28]([OH:34])([C:30]([O:32][CH3:33])=[O:31])[N:27]3[C:19]4=[C:20]([CH2:35][CH2:36][N:17]([C@@H:18]14)[CH2:16][CH2:15][CH2:14]2)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=13>CO>[CH3:11][CH2:12][C@:13]12[CH2:29][C@:28]([OH:34])([C:30]([O:32][CH3:33])=[O:31])[N:27]3[C:19]4=[C:20]([CH2:35][CH2:36][N:17]([C@@H:18]14)[CH2:16][CH2:15][CH2:14]2)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=13.[O:1]=[C:2]([CH2:6][CH2:7][C:8]([O-:10])=[O:9])[C:3]([O-:5])=[O:4]

Participants

4

Reactant 2

HCID 512-Oxoglutaric AcidHCID 15376Vincamine

Product 1

HCID 86734016HCID 86734016, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12 g. (0.082 mole) of 2-ketoglutaric acid are dissolved in 500 ml. of methanol. The solution is brought to the boil and 22.5 g. (0.0635 mole) of vincamine are added a small amount at a time, with vigorous agitation. When dissolution is complete, the resulting solution is concentrated in a rotary evaporator until its volume is reduced to 200 ml. On cooling, 22 g. of vincamine 2-ketoglutarate are obtained. By adding 500 ml. of ethyl ether to the mother liquors, a further amount of 9.6 g. of the salt are obtained. The total amount of salt obtained is therefore, 29.6 g. (yield 93%). The melting point is 214°-215°C.

Workup

  1. dissolutionWhen dissolution
  2. concentrationthe resulting solution is concentrated in a rotary evaporator until its volume
  3. temperatureOn cooling

Sources & evidence

ORD record
ord-a52affb035904fb9bc09def909bca00f
Source dataset
uspto-grants-1976_09
Patent number
US03982002

Reaction notes

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