3-Aminopyrrolidine → HCID 14836607, compound

HRID 346319Notes

Reaction equation

HRID 346319 reaction equation
[NH2:1][CH:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([F:16])[CH:15]=1)[CH:11]=O>CO>[F:7][C:8]1[CH:9]=[C:10]([CH:13]=[C:14]([F:16])[CH:15]=1)[CH:11]=[N:1][CH:2]1[CH2:6][CH2:5][NH:4][CH2:3]1

Participants

4

Reactant 2

HCID 1644013-AminopyrrolidineHCID 5881603,5-Difluorobenzaldehyde

Product 1

HCID 14836607HCID 14836607, compoundYield 21.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.72 g (20 mmol) of 3-amino-pyrrolidine are initially introduced into 20 ml of methanol, and 2.84 g (20 mmol) of 3,5-difluorobenzaldehyde are added dropwise at 20° C., while cooling in a water bath. The mixture is subsequently stirred at room temperature for one hour and is concentrated in vacuo on a rotary evaporator, and the residue (4.5 g) is distilled. 0.9 g of an oil, boiling point: 80° C.-85° C./0.04 mbar, are obtained, which decomposes to give a highly viscous mass within 4 weeks when stored at room temperature.

Workup

  1. additionare added dropwise at 20° C.
  2. temperaturewhile cooling in a water bath
  3. concentrationis concentrated in vacuo on a rotary evaporator
  4. distillationthe residue (4.5 g) is distilled

Sources & evidence

ORD record
ord-7e8adc82aa764718b309e6b9cd8272e9
Source dataset
uspto-grants-1991_10
Patent number
US05061712

Reaction notes

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