HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177720Generated: October 27, 2026
Sodium Bromide → Methyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoate
https://huagongshe.com/reaction/2177720
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bromide | HCID 253881 | — |
| Reactant | Furan-3-boronic acid | HCID 2734358 | — |
| Reactant | Potassium fluoride hydrate | HCID 23675105 | — |
| Reactant | Methyl 2-benzenesulphonylmethyl-5-bromobenzoate | HCID 67107956 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | Methyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoate | HCID 67107366 | 77.2% |
Reaction Steps
A mixture of methyl 2-benzenesulphonylmethyl-5-bromobenzoate (Intermediate 63, 0.2 g), furan-3-yl boronic acid (0.091 g), tetrakis-(triphenylphosphine) palladium (0.063 g), potassium fluoride monohydrate (0.0.23 g) and sodium bromide (0.1 g) in α,α,α-trifluorotoluene (2.5 ml) was sealed in a microwave vial and the mixture was degassed then heated in the microwave at 175° C. for 30 minutes. After cooling, the mixture was diluted with DCM and filtered. 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 0-40% to give methyl 2-(benzenesulphonylmethyl)-5-(furan-3-yl)benzoate (0.149 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09067905B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-686344c624894881b47301bd101557a6 |
|---|
| Source note | uspto-grants-2015_06 |
|---|