HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Methyl 4-methoxy-3-(morpholinosulfonyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Methyl 3-(chlorosulfonyl)-4-methoxybenzoate | HCID 2794613 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 4-methoxy-3-(morpholinosulfonyl)benzoate | HCID 711627 | 81% |
Reaction Steps
To a solution of methyl 3-(chlorosulfonyl)-4-methoxybenzoate 40 (1.002 g, 3.8 mmol) in CH2Cl2 (20 mL) at 0° C. was added pyridine (0.46 mL, 6 mmol) and morpholine (0.395 mL, 5 mmol). The reaction mixture was warmed to room temperature, stirred for 30 min, and diluted with EtOAc. The organic phase was washed with NaHCO3 (1×), brine (1×), dried over MgSO4, filtered, and concentrated in vacuo. Purification by flash column chromatography on silica gel (eluted with 0% to 20% EtOAc in CH2Cl2) gave methyl 4-methoxy-3-(morpholinosulfonyl)benzoate 41 (0.970 g, 81% yield) as a white solid. Mass spectrum: calculated for C13H17NO6S 315.1. found 316.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349831B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-369d462af51d4b8f9adbe145cdcbb0d6 |
| Source note | uspto-grants-2013_01 |