HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177708Generated: October 31, 2026
Dichloromethane → Ethyl 6-(benzenesulphonylmethyl)-3-cyclopropyl-2-methoxybenzoate
https://huagongshe.com/reaction/2177708
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Cyclopropylboronic acid monohydrate | HCID 66762321 | — |
| Reactant | Ethyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate | HCID 67107394 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 6-(benzenesulphonylmethyl)-3-cyclopropyl-2-methoxybenzoate | HCID 67107983 | 59.6% |
Reaction Steps
A mixture of ethyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate (Intermediate 61, 0.347 g), cyclopropyl boronic acid monohydrate (0.087 g), palladium chloride dppf adduct with DCM (0.07 g) and cesium carbonate (0.8 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 140° C. for 15 minutes. After cooling, the mixture was dried (MgSO4) and filtered through Celite. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of t-butyl methyl ether and cyclohexane with a gradient from 0-60% to give ethyl 6-(benzenesulphonylmethyl)-3-cyclopropyl-2-methoxybenzoate (0.187 g) as a 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-b7404bc897aa4ef1a3572ee1afd28f7c |
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| Source note | uspto-grants-2015_06 |
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