Methanol → HCID 86744075, compound

HRID 2165254Notes

Reaction equation

HRID 2165254 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[C:7]([OH:16])(=[O:15])[C@@H:8]([C@H:10]([C:12]([OH:14])=[O:13])[OH:11])[OH:9].CO>O>[C:12]([C@@H:10]([C@H:8]([C:7]([OH:16])=[O:15])[OH:9])[OH:11])([OH:14])=[O:13].[NH2:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 887MethanolHCID 444305L-Tartaric acidHCID 1519351(3S)-(-)-3-Aminopyrrolidine

Product 1

HCID 86744075HCID 86744075, compoundYield 38.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The above crude (3S)-3-aminopyrrolidine (200 mg) and L(+)-tartaric acid (348 mg) are dissolved in water (2 ml), and thereto is added methanol (10 ml), and the mixture is allowed to stand at room temperature for one hour to precipitate an oily substance. The superfluid is removed by decantation, and the oily substance is dissolved in a mixed solvent of methanol-water (1:1) with heating, and then the mixture is cooled, and the precipitated impurities are removed by filtration. The filtrate is concentrated to dryness, and the residue is recrystallized from a mixed solvent of methanol-water (2:3) to give (3S)-3-aminopyrrolidine L(+)-tartrate (210 mg).

Workup

  1. customto precipitate an oily substance
  2. customThe superfluid is removed by decantation
  3. dissolutionthe oily substance is dissolved in a mixed solvent of methanol-water (1:1)
  4. temperaturewith heating
  5. temperaturethe mixture is cooled
  6. customthe precipitated impurities are removed by filtration
  7. concentrationThe filtrate is concentrated to dryness
  8. customthe residue is recrystallized from a mixed solvent of methanol-water (2:3)

Sources & evidence

ORD record
ord-7e9bee35351c4f7a9eabdcf6ad8a6a43
Source dataset
uspto-grants-1990_07
Patent number
US04939256

Reaction notes

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