(4-Nitrophenyl)acetic acid → 1,1-Dibutylamino-4-[2-(4-nitrophenyl)ethenyl]benzene

HRID 488490Notes

Reaction equation

HRID 488490 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11](O)=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].C([N:18]([CH2:27][CH2:28][CH2:29][CH3:30])[C:19]1[CH:26]=[CH:25][C:22](C=O)=[CH:21][CH:20]=1)CCC>N1CCCCC1>[CH2:4]([NH:1][C:19]1([NH:18][CH2:27][CH2:28][CH2:29][CH3:30])[CH:20]=[CH:21][C:22]([CH:11]=[CH:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:25][CH2:26]1)[CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 6053914-(Dibutylamino)benzaldehyde

Product 1

HCID 738794491,1-Dibutylamino-4-[2-(4-nitrophenyl)ethenyl]benzeneYield 43.6%

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

The title compound was prepared from p-nitrophenylacetic acid (9.92 g, 0.055 mol) and 4-dibutylamino-benzaldehyde (14.32 g, 0.055 mol) in piperidine (5 mL) using the procedure described in Example 1, Step A. This procedure yielded a red solid, 4.12 g (0.012 mol, 16%) of the desired product.

Sources & evidence

ORD record
ord-ebb2a6ba17cb47068d70c9620db413ec
Source dataset
uspto-grants-2005_12
Patent number
US06972287B1

Reaction notes

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