Potassium Carbonate → 1-Pyrrolidinepropanol

HRID 2222400Notes

Reaction equation

HRID 2222400 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:7][CH2:8][CH2:9][OH:10].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N:1]1([CH2:7][CH2:8][CH2:9][OH:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123133-Chloro-1-propanolHCID 31268Pyrrolidine

Product 1

HCID 2093421-PyrrolidinepropanolYield 69%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Pyrrolidine (50 g, 700 mmol), 3-chloropropanol (58.5 ml, 700 mmol) and potassium carbonate (145 g, 1.05 mol) were refluxed in acetonitrile (1 l) for 20 hours. Upon cooling to ambient temperature the precipitate was filtered off and rinsed with acetonitrile. The solvent was evaporated off and the residual oil purified by distillation under vacuum to give 3-(pyrrolidin-1-yl)propan-1-ol (62.1 g, 69%).

Workup

  1. filtrationwas filtered off
  2. washrinsed with acetonitrile
  3. customThe solvent was evaporated off
  4. distillationthe residual oil purified by distillation under vacuum

Sources & evidence

ORD record
ord-fe8797b33ce942489f0a8ba071869643
Source dataset
uspto-grants-2008_05
Patent number
US07371765B2

Reaction notes

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