HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-[4-[3-carboethoxy-propyloxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | 6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone | HCID 135827540 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[4-[3-carboethoxy-propyloxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone | HCID 15612372 | 80.7% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 2.00 g (10.5 mmol) of 6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone, prepared as described in Example 13, 1.60 g (11.6 mmol) of anhydrous K2CO3 and 2.30 g (11.8 mmol) of ethyl 4-bromobutyrate in 40 ml of DMF is heated at 100° C. for 2 hrs under N2. The DMF is removed under vacuum and the residue taken up in 150 ml of EtOAc and 75 ml of water. The organic phase is washed with 5% aqueous NaOH, then with saturated NaCl, dried (MgSO4), and the solvent removed to leave 2.58 g of 6-[4-[3-carboethoxy-propyloxy]phenyl}-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 81%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05204463 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-49ede973b3fa4b12a9a5e7d3024aba45 |
| Source note | uspto-grants-1993_04 |