HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 22285054, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Bromo-1-formyl-2-naphthyl trifluoromethanesulfonate | HCID 23398160 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22285054 | HCID 22285054 | — |
Reaction Steps
A mixture of 6-bromo-1-formyl-2-naphthyl trifluoromethanesulfonate (5.62 g), triethylamine (5.12 mL), methanol (10 mL), palladium acetate (0.20 g), 1,1′-bis(diphenylphosphino)ferrocene (0.49 g) and DMF (30 mL) was stirred under a carbon monoxide atmosphere at room temperature for 3 hrs. The reaction mixture was diluted with ethyl acetate and washed successively with 10% citric acid, water and saturated aqueous sodium hydrogen carbonate, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (carrier: silica gel, developing solvent: hexane-ethyl acetate, 20:1-3:1) to give the title compound (1.66 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960586B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-6e0fc68f2b634d90bb8d87ab11531105 |
| Source note | uspto-grants-2005_11 |