Carbon Tetrachloride → Diethyl chloroethylmalonate

HRID 846916

Reaction equation

HRID 846916 reaction equation
[CH2:1]([CH:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)(Cl)[Cl:21]>O.[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:21][C:3]([CH2:1][CH3:2])([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 8610Diethyl ethylmalonate2×HCID 11430Potassium Carbonate

Product 1

HCID 121803Diethyl chloroethylmalonateYield 96%

Reagents, catalysts & solvents 1

HCID 16212273Tetrabutylammonium chloride hydrateCatalyst

Procedure

Diethyl ethylmalonate (1.88 g, 10 mmol), 1.38 g (10 mmol) of potassium carbonate, 0.1 g of tetra-n-butylammonium chloride hydrate, and 5 mL of carbon tetrachloride were mixed at 70° C. for 3 h. Gas chromatographic analysis of the mixture showed complete conversion of the diethyl ethylmalonate to yield 2.13 g of diethyl α-chloro-α-ethylmalonate (96% yield).

Sources & evidence

ORD record
ord-4501cb34e5af414b9100c9ace0842b7c
Source dataset
uspto-grants-1992_08
Patent number
US05138107

Linked notes

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