Acetonitrile → p-Fluorobenzoylacetonitrile

HRID 1696604Notes

Reaction equation

HRID 1696604 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8]CC)=O)=[CH:4][CH:3]=1.[CH3:13][C:14]#[N:15]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6](=[O:8])[CH2:13][C:14]#[N:15])=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 67976Benzoic acid, 4-fluoro-, ethyl ester

Product 1

HCID 2783172p-FluorobenzoylacetonitrileYield 86%

Procedure

Using general method L, ethyl 4-fluorobenzoate (119 g, 0.71 mol) and MeCN (75 mL) were combined to afford 3-(4-fluorophenyl)-3-oxopropionitrile (100 g, 86% yield). 1H NMR (300 MHz, CDCl3): δ 7.98-7.94 (m, 2H), 7.22 (d, J=6.6 Hz, 2H), 4.07 (s, 2H).

Sources & evidence

ORD record
ord-4d20d51479ef48219d584ed932f0c472
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

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