HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Benzoic acid, 3-(chlorosulfonyl)-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride, 3-(chlorosulfonyl)- | HCID 77671 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzoic acid, 3-(chlorosulfonyl)-, methyl ester | HCID 113339 | 92.6% |
Reaction Steps
A solution (20 mL) of 3-(chlorosulfonyl)benzoyl chloride (2.4 g) in dichloromethane was cooled to 0° C., and pyridine (791 mg) and methanol (320 mg) were added. The reaction mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was filtrated, washed with a mixed solvent of ethyl acetate and isopropyl ether, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=9:1→4:1) to give the title compound as a colorless oil (yield 2.17 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048909B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6a069e1cf54f447093f21975127268d3 |
| Source note | uspto-grants-2011_11 |