Diethyl 2-butyl-3-(phenylamino)-2-butenedioate → 4-[(3-Butyl-4-quinolinyl)-methyl]-benzonitrile

HRID 1110113Notes

Reaction equation

HRID 1110113 reaction equation
[CH2:1]([C:5](=[C:11]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)C(OCC)=O)[C:6](OCC)=O)[CH2:2][CH2:3][CH3:4]>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:6]([C:5]1[CH:11]=[N:17][C:18]2[C:19]([C:1]=1[CH2:2][C:3]1[CH:4]=[CH:6][C:5]([C:11]#[N:17])=[CH:1][CH:2]=1)=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:19][CH2:18][CH3:23]

Participants

3

Reactant 1

HCID 67576867Diethyl 2-butyl-3-(phenylamino)-2-butenedioate

Product 1

HCID 189990804-[(3-Butyl-4-quinolinyl)-methyl]-benzonitrileYield 154.8%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
250 °C

Procedure

A mixture of 2.5 g of the product of Step B and 30 ml of diphenylether was heated for 30 minutes in a bath at 250° C. The mixture was allowed to return to ambient temperature, separated and washed with pentane to obtain 1.82 g of the desired product.

Workup

  1. customto return to ambient temperature
  2. customseparated
  3. washwashed with pentane

Sources & evidence

ORD record
ord-5c5c22f22523490ea0475a8ff3e0c3d4
Source dataset
uspto-grants-1994_06
Patent number
US05324839

Reaction notes

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