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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360161Generated: October 30, 2026

Dimethylformamide → Methyl 3-azido-2-methylpropanoate

https://huagongshe.com/reaction/1360161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetoacetateHCID 8868—
ReactantSodium AzideHCID 33557—
ProductMethyl 3-azido-2-methylpropanoateHCID 15401596%

Reaction Conditions

Temperature60 °C

Reaction Steps

4.97 g (25.3 mmol) of (S)-3-methanesulfonyloxy-2-methyl-propionic acid methyl ester obtained in the above step (2) was dissolved in 40 mL of dimethylformamide, and then 5 g (76.8 mmol) of sodium azide was added thereto, followed by stirring at 60° C. for 24 hours. 200 mL of ethylacetoacetate was added to the solution, and the reaction solution was washed with water, then an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, then the residue was purified by column chromatography to give 3.5 g (24.4 mmol) of the title compound in a yield of 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879848B2
Source datasetuspto-grants-2011_02
ORD IDord-6a449a7ad52647adb75baac89dc68098
Source noteuspto-grants-2011_02