Oxotremorine → HCID 199272, compound

HRID 462081Notes

Reaction equation

HRID 462081 reaction equation
[N:1]1([CH2:6][C:7]#[C:8][CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH2:5][CH2:4][CH2:3][CH2:2]1>N1C=CC=CC=1>[N:1]1([CH2:6][CH:7]=[CH:8][CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 1

HCID 4630Oxotremorine

Product 1

HCID 199272HCID 199272, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution containing 24.7 g. (0.12 mole) of 1-(4-pyrrolidino-2-butynyl)-2-pyrrolidinone dissolved in 250 ml. of pyridine was hydrogenated in a bottle-type hydrogenator over 5 g. of 2% palladium-on-strontium carbonate catalyst. When the theoretical quantity of hydrogen was absorbed, the catalyst was removed by filtration and the solvent was removed under reduced pressure. Upon distillation and chromatographic separation, the product, N-[4-(1-pyrrolidinyl)-2-butenyl]-pyrrolidinone, was obtained as a clear oil distilling at 107° C. at 0.05 mm.

Workup

  1. additionA solution containing 24.7 g
  2. customWhen the theoretical quantity of hydrogen was absorbed
  3. customthe catalyst was removed by filtration
  4. customthe solvent was removed under reduced pressure
  5. distillationUpon distillation and chromatographic separation

Sources & evidence

ORD record
ord-a4cf7ed201244f9baeb014b582aacb86
Source dataset
uspto-grants-1977_12
Patent number
US04065471

Reaction notes

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