Carbon Tetrachloride → HCID 3669710, compound

HRID 846917Notes

Reaction equation

HRID 846917 reaction equation
[CH3:1][CH:2]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)(Cl)[Cl:20]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:20][C:2]([CH3:1])([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11430Potassium CarbonateHCID 11857Diethyl methylmalonate2×

Product 1

HCID 3669710HCID 3669710, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Procedure

Diethyl methylmalonate (1.74 g, 10 mmol), 1.38 g (10 mmol) of potassium carbonate, 0.12 g of tetra-n-butylammonium bromide, 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 methylmalonate to give 2.04 g of diethyl α-chloro-α-methylmalonate (98% yield).

Sources & evidence

ORD record
ord-ef260edd4bb0476dbc6f1f1b1f489bb2
Source dataset
uspto-grants-1992_08
Patent number
US05138107

Reaction notes

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