Methanol → HCID 86744075, compound

HRID 1073318Notes

Reaction equation

HRID 1073318 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-4091203a6a21447b9cb56d9ef529bbf1
Source dataset
uspto-grants-1990_11
Patent number
US04968800

Reaction notes

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