Oxotremorine → 2-Pyrrolidinone, 1-(4-(1-pyrrolidinyl)butyl)-

HRID 462082Notes

Reaction equation

HRID 462082 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>[Pt]=O.C(O)C>[N:1]1([CH2:6][CH2:7][CH2:8][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

4

Reactant 1

HCID 4630Oxotremorine

Product 1

HCID 1992682-Pyrrolidinone, 1-(4-(1-pyrrolidinyl)butyl)-

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution containing 21.0 g. (0.10 mole) of 1-(4-pyrrolidino-2-butynyl)-2-pyrrolidinone dissolved in 205 ml. of absolute ethanol was hydrogenated in a bottle-type hydrogenator over 0.6 g. of platinum oxide catalyst. When the theoretical quantity of hydrogen was absorbed, the catalyst was removed by filtration and the filtrate was removed under reduced pressure. Upon distllation, the product, N-[4-(1-pyrrolidinyl)-butyl]-2-pyrrolidinone, was obtained as a clear oil boiling at 118° C. at 0.05 mm.; ND25 = 1.4922.

Workup

  1. additionA solution containing 21.0 g
  2. customWhen the theoretical quantity of hydrogen was absorbed
  3. customthe catalyst was removed by filtration
  4. customthe filtrate was removed under reduced pressure

Sources & evidence

ORD record
ord-25e523f5a026425491d2f09153d6b639
Source dataset
uspto-grants-1977_12
Patent number
US04065471

Reaction notes

Loading…