(4-Nitrophenyl)acetic acid → Ethanol, 2-[methyl[4-[2-(4-nitrophenyl)ethenyl]phenyl]amino]-

HRID 654635Notes

Reaction equation

HRID 654635 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].N1CCCCC1.[OH:20][CH2:21][CH2:22][N:23]([C:25]1[CH:32]=[CH:31][C:28](C=O)=[CH:27][CH:26]=1)[CH3:24]>>[OH:20][CH2:21][CH2:22][N:23]([C:25]1[CH:32]=[CH:31][C:28]([CH:11]=[CH:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)=[CH:27][CH:26]=1)[CH3:24]

Participants

4

Reactant 3

HCID 4661(4-Nitrophenyl)acetic acidHCID 8082PiperidineHCID 36143164-[(2-Hydroxyethyl)(methyl)amino]benzaldehyde

Product 1

HCID 180088Ethanol, 2-[methyl[4-[2-(4-nitrophenyl)ethenyl]phenyl]amino]-

Procedure

A one liter three (3) necked flask fitted with a dropping funnel, mechanical stirrer and condenser is charged with 34.35 g of 4-nitrophenylacetic acid, and piperidine (16.2 g) is added dropwise over a period of 30 minutes. At the end of the addition, a 33.62 g quantity of 4-[N-(2-hydroxyethyl)-N-methylamino]benzaldehyde is added.

Workup

  1. additionis added dropwise over a period of 30 minutes
  2. additionAt the end of the addition

Sources & evidence

ORD record
ord-8ba06050caa6490aa4f1ff0b798fa1a8
Source dataset
uspto-grants-1992_07
Patent number
US05133037

Reaction notes

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