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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272865Generated: October 31, 2026

Methyl 2-chloroacrylate → HCID 59437102, compound

https://huagongshe.com/reaction/2272865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-chloroacrylateHCID 6659—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantHCID 117874295HCID 117874295—
Solvent1,1-DichloroethaneHCID 6365—
SolventEthyl AcetateHCID 8857—
ProductHCID 59437102HCID 59437102—

Reaction Steps

To a suspension of 29 g of the compound obtained in Step B (103 mmoles) in 800 mL of dichloroethane there are added in succession 24 g of tosyl chloride (124 mmol), 12.6 mL of methyl 2-chloroacrylate (124 mmol) and then 35 mL of triethylamine (247 mmoles). The whole is stirred at reflux for 2 hours. After cooling, the reaction mixture is diluted with ethyl acetate, and the organic phase is washed with a saturated NaCl solution until neutral. After drying over MgSO4, filtration and concentration to dryness, the title product is isolated by chromatography over silica gel (petroleum ether/AcOEt gradient: 0-20%) in the form of a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120791B2
Source datasetuspto-grants-2015_09
ORD IDord-7cb96e5d7b8d454e9f7bfddfeb624b34
Source noteuspto-grants-2015_09