Diethyl Malonate → HCID 86745457, compound

HRID 1534178Notes

Reaction equation

HRID 1534178 reaction equation
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].C[O-].[Na+].[CH3:15][O:16][C:17](=[O:25])/[CH:18]=[C:19](/[O:22][CH2:23]C)\[CH2:20]Cl>CN(C=O)C>[CH3:15][O:16][C:17](=[O:25])/[CH:18]=[C:19](/[O:22][CH3:23])\[CH2:20][CH:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:4]([O:3][CH2:1][CH3:2])=[O:11]

Participants

5

Reactant 3

HCID 7761Diethyl MalonateHCID 10942334Sodium Methoxide2×HCID 86745458HCID 86745458, compound

Product 1

HCID 86745457HCID 86745457, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

83.9 g (0.5 mol) of malonic acid diethyl ester was placed in 250 ml of N,N'-dimethylformamide. 27.8 g (0.5 mol) of sodium methylate was added at 20° C., 10 minutes later 48 g (0.25 mol) of 4-chloro-3-ethoxy-2E-butenoic acid methyl ester was added within 5 minutes. It was stirred for 2 hours at 20° C. Then 10.8 g (0.2 mol) of sodium methylate was added once more. After stirring for 15 hours at 20° C., the solvent was distilled off. After working up according to Example (a), 63.75 g (79 percent) of the title compound, with a purity of 98 percent (GC), was obtained. Data for the compound was:

Workup

  1. additionwas added within 5 minutes
  2. stirringAfter stirring for 15 hours at 20° C.
  3. distillationthe solvent was distilled off
  4. customwas obtained

Sources & evidence

ORD record
ord-10be914af2cc4753bb669d9e189563bc
Source dataset
uspto-grants-1992_02
Patent number
US05087760

Reaction notes

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