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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate | HCID 67107394 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 6-(benzenesulphonylmethyl)-2-methoxy-3-methylbenzoate | HCID 67107517 | 18.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067905B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-81ccf3ebe8c9443e81683b601bfa33d9 |
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| Source note | uspto-grants-2015_06 |
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