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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12866Generated: October 23, 2026

Methyl acetoacetate → Methyl 2-((dimethylamino)methylene)-3-oxobutanoate

https://huagongshe.com/en/reaction/12866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
ReactantDimethylformamide dimethyl acetalHCID 78373—
ProductMethyl 2-((dimethylamino)methylene)-3-oxobutanoateHCID 5339548894%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of methyl acetoacetate (5.0 mL, 46.33 mmol) and N,N-dimethylformamide dimethylacetal (6.8 mL, 47.95 mmol) was heated to 80° C. for 2.3 h. At this time, the reaction was cooled to 25° C. and was then concentrated in vacuo to afford 2-dimethylaminomethylene-3-oxo-butyric acid methyl ester (7.43 g, 94%) as a red/black solid. This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728029B2
Source datasetuspto-grants-2010_06
ORD IDord-7ab93d08bb4a4e4f9f6760fb3038c041
Source noteuspto-grants-2010_06