Piperidine → 2-[(3-Bromophenyl)methylene]propanedinitrile

HRID 2187589Notes

Reaction equation

HRID 2187589 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.C(#N)[CH:11]([CH2:13][C:14]#[N:15])O.[NH:17]1CCCCC1>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:13]([C:11]#[N:17])[C:14]#[N:15])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 765833-BromobenzaldehydeHCID 212535622-Hydroxybutanedinitrile

Product 1

HCID 3675262-[(3-Bromophenyl)methylene]propanedinitrile

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In this situation the aldehyde, such as 3-bromobenzaldehyde as a representative example, is reacted with malonitrile in the presence of catalytic piperidine in a solvent such as dioxane to afford the 2-[(3-bromophenyl)methylene]malononitrile.

Sources & evidence

ORD record
ord-b27c92dd7bb442d09ff55a98277152c8
Source dataset
uspto-grants-2002_06
Patent number
US06410536B1

Reaction notes

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