HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(4-Methoxy-benzenesulfonyl)-2-methyl-3-[4-(2-piperidin-1-yl-ethoxy)-phenyl]propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 4-(2-Piperidin-1-yl-ethoxy)benzyl chloride | HCID 9860786 | — |
| Reactant | 2-(4-Methoxy-benzenesulfonyl)propionic acid ethyl ester | HCID 20660503 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 2-(4-Methoxy-benzenesulfonyl)-2-methyl-3-[4-(2-piperidin-1-yl-ethoxy)-phenyl]propionic acid ethyl ester | HCID 10961985 | 98% |
Reaction Steps
To a stirred mixture of 2.7 g (10 mmol) of 2-(4-methoxy-benzenesulfonyl)propionic acid ethyl ester, 3.03 gm (10 mmol) 4-(2-piperidin-1-yl-ethoxy)benzyl chloride, 10 gm of K2CO3 and 500 mg of 18-crown-6 in 250 ml of acetone was refluxed for 16 hours. At the end, the reaction mixture was filtered and the acetone layer was concentrated to a residue. The residue was extracted with chloroform, washed well with water, dried over anhydrous MgSO4, filtered and concentrated to a residue. The residue obtained was purified by silica-gel column chromatography by eluting with 50% ethyl acetate-hexanes to afford 4.8 gm (92%) of the desired product as an oil. MS: 490(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06268504B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-b7de7d5f4f1b434c97e19cb4a9d1e81b |
| Source note | uspto-grants-2001_07 |