2-Pyrrolidone → 1-(Pyridin-3-yl)-3-(pyrrolidin-1-yl)but-2-en-1-one

HRID 1247952Notes

Reaction equation

HRID 1247952 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[O:12])[CH2:8][C:9](=O)[CH3:10])[CH:2]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][C:14]1=O>C(OCC)(=O)C>[N:13]1([C:9]([CH3:10])=[CH:8][C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)=[O:12])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 120252-PyrrolidoneHCID 3001601-(Pyridin-3-yl)butane-1,3-dione

Product 1

HCID 538935041-(Pyridin-3-yl)-3-(pyrrolidin-1-yl)but-2-en-1-oneYield 38.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 16.32 g of 1-(3-pyridinyl)butan-1,3-dione in 200 ml of ethyl acetate was added 7.11 g of pyrrolidone. The mixture was stirred at room temperature and then the crystals were collected giving 7.0 g of 3-(1-pyrrolidinyl)-1-(3-pyridinyl)-2-buten-1-one, mp 116°-118° C.

Workup

  1. customthe crystals were collected

Sources & evidence

ORD record
ord-5e193af20ea64eeea285cec6476267df
Source dataset
uspto-grants-1985_06
Patent number
US04521422

Reaction notes

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