HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-Formylphenyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Salicylaldehyde | HCID 6998 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Formylphenyl methanesulfonate | HCID 14444372 | 98.6% |
Reaction Steps
To a solution of 2-hydroxybenzaldehyde (0.30 mL, 2.8 mmol) and pyridine (0.91 mL, 11.2 mmol) in 5.6 mL of dichloromethane was added methanesulfonyl chloride (0.65 mL, 8.4 mmol) at 0° C. After being stirred at room temperature overnight, the reaction mixture was diluted with ethyl acetate. The solution was washed with 1N HCl, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=75/25 to 50/50) to obtain the title compound as a white solid (553 mg, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552220B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-dcab1f194685428c9100edd6801b3a08 |
| Source note | uspto-grants-2013_10 |