Diethyl Malonate → HCID 66759220, compound

HRID 1402846Notes

Reaction equation

HRID 1402846 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[CH:9]=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1.[C:18]([O:26][CH2:27][CH3:28])(=[O:25])[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:17])[CH2:9][CH:10]([CH:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[C:18]([O:26][CH2:27][CH3:28])=[O:25])[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7761Diethyl MalonateHCID 236807HCID 236807, compound

Product 1

HCID 66759220HCID 66759220, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1-(4-chlorophenyl)-3-phenylprop-2-en-1-one (1 g) in toluene (10 ml) magnesium oxide (0.41 g) and diethyl malonate (0.62 ml) were added. The slurry was stirred at rt for 2 h. The inorganics were removed by suction filtration and washed with dichloromethane. The filtrate was concentrated in vacuo and the residue was recrystallised from diethyl ether/hexanes to provide diethyl 2-[3-(4-chlorophenyl)-3-oxo-1-phenylpropyl]malonate (1.5 g) as colourless solid.

Workup

  1. customThe inorganics were removed by suction filtration
  2. washwashed with dichloromethane
  3. concentrationThe filtrate was concentrated in vacuo
  4. customthe residue was recrystallised from diethyl ether/hexanes

Sources & evidence

ORD record
ord-1d10c4cf77d54713bc821542d49a4881
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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