HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Methyl 2-methanesulfonyl-5-methyl-4'-pentafluorosulfanylbiphenyl-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | 1-Bromo-4-(pentafluoro-lambda6-sulfanyl)benzene | HCID 2779194 | — |
| Reactant | Methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate | HCID 10590825 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-methanesulfonyl-5-methyl-4'-pentafluorosulfanylbiphenyl-4-carboxylate | HCID 59731052 | 65.8% |
Reaction Steps
150 mg of 1-bromo-4-pentafluorosulfanylbenzene were stirred together with 135 mg of bis(pinacolato)diboron, 156 mg of potassium acetate and 64 mg of Pd(dppf)2 in 4 ml of DMF at 80° C. for 2 h. Then 163 mg of methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate, 337 mg of Na2CO3, 64 mg of Pd(dppf)2 and 2 ml of water were added, and stirring was continued at 80° C. for 3 h. Cooling was followed by dilution with 50 ml of EA and washing twice with 10 ml of water each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with DIP. 150 mg of a colorless oil were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381841B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-7412e31690764de39bd04a555a13186b |
| Source note | uspto-grants-2008_06 |