Benzoylacetone → 3-(1-Pyrrolidinyl)crotonophenone

HRID 1681138Notes

Reaction equation

HRID 1681138 reaction equation
[C:1]([CH2:9][C:10](=O)[CH3:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>C(OCC)(=O)C>[N:13]1(/[C:10](/[CH3:11])=[CH:9]\[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:8])[CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 7166BenzoylacetoneHCID 31268Pyrrolidine

Product 1

HCID 107038983-(1-Pyrrolidinyl)crotonophenoneYield 91.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 17.4 g of benzoylacetone in 100 ml of ethyl acetate is added a solution of 7.35 g of pyrrolidine in 50 ml of ethyl acetate. The reaction mixture is stirred at room temperature for 16 hours. The precipitated compound is collected by filtration to give 20.30 g of 3-(1-pyrrolidinyl)crotonophenone.

Workup

  1. filtrationThe precipitated compound is collected by filtration

Sources & evidence

ORD record
ord-a765cd930baf41279c13704eaa161568
Source dataset
uspto-grants-1992_12
Patent number
US05169850

Reaction notes

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