Benzoylacetone → HCID 178467973, compound

HRID 66166

Reaction equation

HRID 66166 reaction equation
CO[C:3]1[CH2:7][CH2:6][CH2:5][N:4]=1.[C:8]1([C:14](=[O:19])[CH2:15][C:16](=[O:18])[CH3:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CCCCCC>[C:8]1([C:14](=[O:19])[C:15](=[C:3]2[CH2:7][CH2:6][CH2:5][NH:4]2)[C:16](=[O:18])[CH3:17])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 7166BenzoylacetoneHCID 3534432-Methoxy-1-Pyrroline

Product 1

HCID 178467973HCID 178467973, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

9.9 g (0.1 mole) of 2-methoxy-1-pyrroline and 24.4 g (0.15 mole) of 1-phenyl-1,3-butanedione are mixed together and, in a nitrogen atmosphere, heated with stirring for 18 hours in an oil bath at 100°. The dark reaction mixture is cooled to 60° and 500 ml of hexane is added. Upon further cooling to room temperature, the reaction product crystallises out. Recrystallisation from ethyl acetate/hexane yields 1-phenyl-2-(2-pyrrolidinylidene)-1,3-butanedione, m.p. 106°-108°.

Workup

  1. temperatureheated
  2. customThe dark reaction mixture
  3. temperatureis cooled to 60°
  4. customthe reaction product crystallises out
  5. customRecrystallisation from ethyl acetate/hexane

Sources & evidence

ORD record
ord-8894972b0e3244d7a96bce730de77c7b
Source dataset
uspto-grants-1978_12
Patent number
US04130652

Linked notes

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