HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 7-(4-propoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate | HCID 21995732 | — |
| Reactant | 4-Propoxyphenyl borate | HCID 86756777 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | Methyl 7-(4-propoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate | HCID 21995889 | 81.4% |
Reaction Steps
Under argon atmosphere, a mixture of methyl 7-bromo-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (0.70 g), 4-propoxyphenyl borate (0.38 g) and potassium carbonate (0.58 g) in toluene/ethanol/water (20/2/2 ml) was stirred at room temperature for 1 hour. To the mixture was added tetrakistriphenylphosphinepalladium (0.12 g), and the mixture was refluxed for 18 hours, cooled, extracted with ethyl acetate, washed with saturated brine, dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified with column chromatography (ethyl acetate/hexane=1:2→1:1) to give pale yellow crystals of methyl 7-(4-propoxyphenyl)-1,1-dioxo-2,3-dihydro-1-benzothiepine-4-carboxylate (616.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235771B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-a2706ed974bd4e44ace652e5d38cad43 |
| Source note | uspto-grants-2001_05 |