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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276112Generated: October 30, 2026

Ethylene → Methyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate

https://huagongshe.com/reaction/1276112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyleneHCID 6325—
ReactantSodium AcetateHCID 517045—
ReactantSodium HypochloriteHCID 23665760—
ReactantMethyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoateHCID 86584467—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoateHCID 221149252,525.3%

Reaction Steps

At 15-20° C., ethylene is introduced into a solution of 158.0 g (0.54 mol) of methyl 2-chloro-3-hydroxyiminomethyl-4-methylsulfonylbenzoate and 1 l of dichloromethane for 30 minutes. After the addition of 1.6 g of sodium acetate, 454 ml of sodium hypochlorite solution were added dropwise at 10° C., while simultaneously introducing ethylene. Subsequently, ethylene was introduced at 10° C. for a further 15 minutes. The mixture was stirred for 12 hours, the phases were separated and the organic phase was washed with water, dried and concentrated. 156.5 g (90% of theory) of methyl 2-chloro-(4,5-dihydroisoxazol-3-yl)-4-methylsulfonylbenzoate were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165944
Source datasetuspto-grants-2000_12
ORD IDord-47297133973d414e88c986553dc044a8
Source noteuspto-grants-2000_12