Acetylacetone → 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

HRID 1975718Notes

Reaction equation

HRID 1975718 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].[CH3:11][C:12](=[O:17])[CH2:13][C:14](=[O:16])[CH3:15].C([O-])(=O)C.[NH4+]>CC(O)C>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:13]([C:12](=[O:17])[CH3:11])[C:14](=[O:16])[CH3:15])=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 31261AcetylacetoneHCID 660424-CyanobenzaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 3674534-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Cyanobenzaldehyde (2.62 g) was condensed with 2,4-pentanedione (3.0 g) in 2-propanol (10 ml) in the presence of ammonium acetate. Mp 86°-88° C., yield 0.55 g (13 %).

Sources & evidence

ORD record
ord-b244a5715d364e1e9b0d6d958a196bf1
Source dataset
uspto-grants-1994_02
Patent number
US05288750

Reaction notes

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