Dichloromethane → Methyl (2-chloro-2-oxoethoxy)acetate

HRID 893228Notes

Reaction equation

[CH3:1][O:2][CH:3](C([O-])=O)[C:4]([O:6][CH3:7])=[O:5].S(Cl)(Cl)=[O:12].[CH2:15]([Cl:17])Cl>>[Cl:17][C:15]([CH2:1][O:2][CH2:3][C:4]([O:6][CH3:7])=[O:5])=[O:12]

Participants

Reactant 3

HCID 6344Dichloromethane

HCID 24386Thionyl Chloride

HCID 229990802,3-Dimethoxy-3-oxopropanoate

Product 1

HCID 12361282Methyl (2-chloro-2-oxoethoxy)acetate

Procedure

Mono-methyl methoxymalonate (9.8 grams, 0.07 mole), prepared in Example LVI (Compound 214) was reacted with thionyl chloride (15.74 grams, 0.13 mole) in 100 milliliters of methylene chloride in a manner similar to that described in Example LIII Part C, to give 11.06 grams (0.07 mole) of methyl (chlorocarbonyl)methoxyacetate. NMR analysis of the product indicated the following:

Sources & evidence

ORD record: ord-a11c39aa17fd42ab9aac4613b3d59420
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05123951

Reaction notes

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