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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177709Generated: October 30, 2026

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

https://huagongshe.com/reaction/2177709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoateHCID 67107394—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 6-(benzenesulphonylmethyl)-2-methoxy-3-methylbenzoateHCID 6710751718.5%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of ethyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate (Intermediate 61, 0.332 g), potassium methyltrifluoro borate (0.0675 g), palladium chloride dppf adduct with DCM (0.066 g) and cesium carbonate (0.786 g) in THF (9 ml) and water (1 ml) was sealed in a microwave vial and degassed. The mixture was then heated in the microwave at 160° C. for 30 minutes. After cooling, the mixture was dried (MgSO4) and filtered through Celite, and the pad was washed with ethyl acetate. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-50% to give ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-methylbenzoate (0.05 g) as a colourless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067905B2
Source datasetuspto-grants-2015_06
ORD IDord-81ccf3ebe8c9443e81683b601bfa33d9
Source noteuspto-grants-2015_06