Dimethyl malonate → HCID 18442913, compound

HRID 458725Notes

Reaction equation

HRID 458725 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][CH2:13][O:14][C:15]3[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:23]([O:30][CH3:31])(=[O:29])[CH2:24][C:25]([O:27][CH3:28])=[O:26].C([O-])(=O)C.[NH2+]1CCCCC1>C1(C)C=CC=CC=1>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([O:11][CH2:12][CH2:13][O:14][C:15]3[CH:22]=[CH:21][C:18]([CH:19]=[C:24]([C:23]([O:30][CH3:31])=[O:29])[C:25]([O:27][CH3:28])=[O:26])=[CH:17][CH:16]=3)=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7943Dimethyl malonateHCID 3014295Piperidinium acetateHCID 18442909HCID 18442909, compound

Product 1

HCID 18442913HCID 18442913, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 4-[2-(6-quinolinoxy)ethoxy]benzaldehyde (1.25 g, 4.26 mmol) and dimethyl malonate (1.69 g, 12.78 mmol) in toluene (30 ml) is added a catalytic quantity of piperidinium acetate. Then the mixture is refluxed in a Dean-Stark trap for 8 hours. After cooled to room temperature, the solution was concentrated under a vacuum to give title compound (1.51 g, 87%).

Workup

  1. temperatureThen the mixture is refluxed in a Dean-Stark trap for 8 hours
  2. concentrationthe solution was concentrated under a vacuum

Sources & evidence

ORD record
ord-29eab24e3f5c4dbf9b3861e379963426
Source dataset
uspto-grants-2007_03
Patent number
US07192970B2

Reaction notes

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