HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Carboethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)pentoxy]-8-n-propylchromone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 7-hydroxy-4-oxo-8-propyl-4H-chromene-2-carboxylate | HCID 4196515 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | 1-Bromo-5-[2-n-propyl-3-hydroxy-4-acetylphenoxy]-pentane | HCID 13763298 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Carboethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)pentoxy]-8-n-propylchromone | HCID 13537861 | 44.4% |
Reaction Steps
4.67 g (13.6 mmole) of 1-bromo-5-[2-n-propyl-3-hydroxy-4-acetylphenoxy]-pentane, 2.39 g (8.65 mmole) of 2-carboethoxy-7-hydroxy-8-n-propylchromone, and 2.76 g (20 mmole) of anhydrous potassium carbonate were dissolved in 100 ml dimethylformamide in a 250 ml single neck round bottom flask equipped with a magnetic stirring bar and a drying tube charged with calcium chloride. The contents of the flask were stirred at 70° for 18 hours. After cooling, the reaction solution was filtered and the dimethylformamide removed by rotary evaporation. The residual dark red oil was dissolved in 50% ethyl acetate/hexane and purified by chromatography to give 2.07 g (44%) of the title compound, mp 90°-91°. Calc: C, 69.13; H, 7.11; Found: C, 69.44; H, 7.44.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04565882 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-22ba96479d904a9daed5b1d8e72c43c7 |
| Source note | uspto-grants-1986_01 |