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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177707Generated: October 30, 2026

Dichloromethane → Ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoate

https://huagongshe.com/reaction/2177707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoateHCID 67107394—
ReactantHCID 178455869HCID 178455869—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoateHCID 67107457—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of ethyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate (Intermediate 61, 0.1 g), palladium chloride dppf adduct with DCM (0.01 g), copper (I) iodide (0.003 g) and n-propyl zinc bromide (0.5M solution in THF, 0.96 ml) in THF (0.5 ml) was stirred and heated in the microwave at 160° C. for 10 minutes. After cooling, the mixture was filtered and the filtrate was evaporated to dryness. The residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-60% to give ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-propylbenzoate (0.034 g) as a clear gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-24d4d4a16b2f4bfe944492ac59029737
Source noteuspto-grants-2015_06