Potassium Carbonate → 1-Pyrrolidinepropanol

HRID 2180117Notes

Reaction equation

HRID 2180117 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-3a0073fd37cc4cc1936b2801ced1a05a
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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