HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 4-(6-quinaldinyloxy)-3-methylsulfonyl-benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Hydroxy-2-methylquinoline | HCID 594395 | — |
| Reactant | Methyl 4-chloro-3-(methylsulfonyl)benzoate | HCID 10490815 | — |
| Solvent | Tetramethylurea | HCID 12437 | — |
| Product | Methyl 4-(6-quinaldinyloxy)-3-methylsulfonyl-benzoate | HCID 67715635 | 85.4% |
Reaction Steps
2 g of 6-hydroxyquinaldine, 3.12 g of methyl 4-chloro-3-methylsulfonyl-benzoate and 12.28 g of Cs2CO3 are stirred in 50 ml of anhydrous tetramethylurea at 110° C. for 1 h. The mixture is cooled, 250 ml of saturated aqueous NaHCO3 solution are added and extraction is carried out 3 times with 125 ml of EA. The extracts are dried over Na2SO4, the solvent is removed in vacuo and the residue is chromatographed with MTB. 3.98 g of a colorless foam are obtained. Rf (MTB)=0.31 MS (ES): 372 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05641792 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-68c3d2c20f4043c88fa17be9786cd7ed |
| Source note | uspto-grants-1997_06 |