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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360160Generated: October 27, 2026

Triethylamine → Methyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoate

https://huagongshe.com/reaction/1360160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetoacetateHCID 8868—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactantmethyl (2S)-3-hydroxy-2-methylpropanoateHCID 10192563—
SolventDichloromethaneHCID 6344—
ProductMethyl (S)-2-methyl-3-((methylsulfonyl)oxy)propanoateHCID 11608092100%

Reaction Steps

3 g (25.3 mmol) of (S)-3-hydroxy-2-methyl-propionic acid methyl ester was dissolved in dichloromethane 50 mL, then 5.3 mL (37.9 mmol) of triethylamine was dropwise added thereto. Thereafter, 2.16 mL (27.9 mmol) of methanesulfonyl chloride was added to the solution at 0° C. After 1 hour, 200 mL of ethylacetoacetate was added to the solution and then the reaction solution was washed with water and 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 4.97 g (25.3 mmol) of the title compound in a yield of 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879848B2
Source datasetuspto-grants-2011_02
ORD IDord-71898879b64a493db5528ec7feb6f1c2
Source noteuspto-grants-2011_02