Carbon Tetrachloride → Dimethyl alpha-chloro-alpha-methylmalonate
Reaction equation
[CH3:1][CH:2]([C:7]([O:9][CH3:10])=[O:8])[C:3]([O:5][CH3:6])=[O:4].[Cl:11]C(Cl)(Cl)Cl>[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:11][C:2]([CH3:1])([C:7]([O:9][CH3:10])=[O:8])[C:3]([O:5][CH3:6])=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a 10 mL round-bottom flask, a mixture of 1.46 g dimethyl methylmalonate (10 mmol), 1.69 g tetrachloromethane (11 mmol), and 63 mg tetra-n-butylammonium fluoride (0.2 mmol) was mixed by a magnetic stirrer for 15 min at 24° C. Gas chromatographic analysis of the product mixture showed that the solution contained 1.14 g of dimethyl α-chloro-α-methylmalonate (63% yield).
Workup
- additionwas mixed by a magnetic stirrer for 15 min at 24° C
Sources & evidence
- ORD record
- ord-b04e98ad4b4442ffa79ccdf0dd51c413
- Source dataset
- uspto-grants-1992_07
- Patent number
- US05132475
Reaction notes
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