Malonic Acid → HCID 10539671, compound

HRID 1955146Notes

Reaction equation

HRID 1955146 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[CH:4][CH:3]=1.Br[CH2:13][CH2:14][O:15][CH3:16].C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+].[C:25]([C:32]1NC=CN=1)(C1NC=CN=1)=[O:26].[N-]1C=CN=C1.[K].C(O)(=O)[CH2:44][C:45](O)=[O:46].[Cl-].[Mg+2].[Cl-]>CN(C)C=O.C1COCC1>[CH3:16][O:15][CH2:14][CH2:13][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH2:44][C:45]([O:26][CH2:25][CH3:32])=[O:46])=[O:8])=[CH:10][CH:11]=1

Participants

12

Reactant 9

HCID 867Malonic AcidHCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 809722-Bromoethyl methyl etherHCID 3386966ImidazolateHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 5360315Magnesium ChlorideHCID 5462222Potassium

Product 1

HCID 10539671HCID 10539671, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-hydroxybenzoate was reacted with 1-bromo-2-methoxyethane, and potassium carbonate in dimethylformamide. The resultant ester was hydrolyzed to the acid with NaOH in alcohol. This acid was reacted with carbonyl diimidazole in THF; the resulting imidazolide was reacted with the potassium salt of the mono ethyl ester of malonic acid, and magnesium chloride, to give the title compound as a colorless oil.

Sources & evidence

ORD record
ord-8cd06e5acbd84fdc842e6ba06a7d20ae
Source dataset
uspto-grants-2000_09
Patent number
US06124341

Reaction notes

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