HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → 1-Bromo-2-methoxy-4-(methylsulfonyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-Bromo-3-fluorophenyl methyl sulphone | HCID 46738908 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-Bromo-2-methoxy-4-(methylsulfonyl)benzene | HCID 67216519 | 53% |
Reaction Steps
To a solution of 1-bromo-2-fluoro-4-(methylsulfonyl)benzene (Preparation 14, 1.5 g, 5.93 mmol) in MeOH (12 mL) was added sodium methoxide (480 mg, 8.89 mmol) and the reaction mixture was irradiated at 100° C. in the microwave for 1.5 hours. After this time the reaction was quenched with water (50 mL) and the product was extract with EtOAc (3×50 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with 20-40% EtOAc in heptane to afford the title compound as colourless solid in 53% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952008B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6479e957b5b74f21994d07a6232790e5 |
| Source note | uspto-grants-2015_02 |