2-Oxoglutaric Acid → HCID 86734016, compound

HRID 1576654Notes

Reaction equation

HRID 1576654 reaction equation
[CH3:1][CH2:2][C@:3]12[CH2:21][C@:20]([OH:26])([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]([C@@H:8]14)[CH2:6][CH2:5][CH2:4]2.Cl.[O:28]=[C:29]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])[C:30]([OH:32])=[O:31].C(=O)(O)[O-].[Na+]>O>[CH3:1][CH2:2][C@:3]12[CH2:21][C@:20]([OH:26])([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.[O:28]=[C:29]([CH2:33][CH2:34][C:35]([O-:37])=[O:36])[C:30]([O-:32])=[O:31]

Participants

5

Reactant 3

HCID 512-Oxoglutaric AcidHCID 165895Vincamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 86734016HCID 86734016, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

650 ml. of vincamine hydrochloride (1.66 millimole) are dissolved in 10 ml. of water, and, after vibration, a solution of 248 mg. (1.73 millimole) of 2-ketoglutaric acid and 145 mg. of sodium bicarbonate in 3 ml. of water is added. After being allowed to stand and cool, 453 mg. of vincamine 2-ketoglutarate are obtained. The resulting solution is concentrated in a rotary evaporator to one third of the original volume and, after cooling, an additional amount of 287 mg. of salt are obtained. A total of 740 mg. of salt is thus obtained, that is to say, a yield of 89%.

Workup

  1. temperaturecool

Sources & evidence

ORD record
ord-dbc5f812d5324cf3a5affa630aa8f03c
Source dataset
uspto-grants-1976_09
Patent number
US03982002

Reaction notes

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