Disodium 2,3-dihydroxybutanedioate → HCID 86745347, compound

HRID 1461639Notes

Reaction equation

HRID 1461639 reaction equation
[Cl-].[CH2:2]([NH2+:20][CH2:21][C:22]([OH:25])([OH:24])[OH:23])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[C:26]([O-:35])(=[O:34])[CH:27]([CH:29]([C:31]([O-:33])=[O:32])[OH:30])[OH:28].[Na+].[Na+]>C(O)C(C)C>[C:26]([O-:35])(=[O:34])[CH:27]([CH:29]([C:31]([O-:33])=[O:32])[OH:30])[OH:28].[CH2:2]([NH2+:20][CH2:21][C:22]([OH:25])([OH:23])[OH:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].[CH2:2]([NH2+:20][CH2:21][C:22]([OH:25])([OH:23])[OH:24])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 13355Disodium 2,3-dihydroxybutanedioateHCID 86745349HCID 86745349, compound

Product 1

HCID 86745347HCID 86745347, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6560IsobutanolSolvent

Procedure

A four-necked flask fitted with stirrer and condenser means was charged with 87.1 g of oleyltrihydroxyethylammonium chloride, 21 g of sodium tartarate and 200 g of isobutyl alcohol and the reaction was conducted at 80°-90° C. for 7 hours. The precipitate was then filtered off and the filtrate was concentrated under reduced pressure. The residue was dissolved in 200 g of acetone and the insolubles were filtered off. Finally, the filtrate was concentrated to give 90 g (theoretical yield 94.8 g) of di(oleyltrihydroxyethylammonium) tartarate as a waxy product.

Workup

  1. customA four-necked flask fitted with stirrer and condenser means
  2. filtrationThe precipitate was then filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in 200 g of acetone
  5. filtrationthe insolubles were filtered off
  6. concentrationFinally, the filtrate was concentrated

Sources & evidence

ORD record
ord-ad45984744f34409a7f1960e9989d5ed
Source dataset
uspto-grants-1991_12
Patent number
US05076828

Reaction notes

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