Acrylonitrile → HCID 54377318, compound

HRID 1156471Notes

Reaction equation

HRID 1156471 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1)=O.[C:12](#[N:15])[CH:13]=C.CN1CCOCC1>CC1C=CC(C)=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:7]([C:6]1[CH:10]=[CH:11][C:3]([CH:1]=[CH:13][C:12]#[N:15])=[CH:4][CH:5]=1)=[O:8]

Participants

6

Reactant 3

HCID 7855AcrylonitrileHCID 79724-MethylmorpholineHCID 124246204-Formylbenzoyl chloride

Product 1

HCID 54377318HCID 54377318, compoundYield 8.4%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 7809P-XyleneSolvent

Procedure

3.91 mg (1.6×10-5 mols) of palladium acetate, 6.74 g (40 millimols) of 4-formylbenzoyl chloride, 2.63 ml (40 millimols) of acrylonitrile and 4.41 ml (40 millimols) of N-methylmorpholine, in 80 ml of p-xylene, are stirred for 5 hours. Working up as described in the preceding examples affords 0.53 g (8% of theory) of 4-formylcinnamonitrile.

Sources & evidence

ORD record
ord-fda5c4c5719a425c9a08601aa4706300
Source dataset
uspto-grants-1982_06
Patent number
US04335054

Reaction notes

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