HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(3,4,5-Trimethoxyphenyl)-2-propyn-1-ol → 1-(3,4,5-Trimethoxyphenyl)prop-2-yn-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-(3,4,5-Trimethoxyphenyl)-2-propyn-1-ol | HCID 16110327 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Jones' reagent | HCID 131709961 | — |
| Produkt | 1-(3,4,5-Trimethoxyphenyl)prop-2-yn-1-one | HCID 86606189 | 76,4% |
Reaktionsschritte
To a stirred solution of 1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol (100 mg, 0.44 mmol) in acetone (10 mL), aqueous Jones reagent was added dropwise at 0° C. until the red color persisted. The reaction mixture was quenched by 2-propanol, and the precipitate was were removed by filtered through Celite. The filtrate was diluted with EtOAc, washed several times with a saturated aqueous NaHCO3 solution, water and brine, dried over MgSO4, and concentrated to give crude product, which was purified by flash chromatography eluting with EtOAc/n-hexane (1:4) to afford 1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one as a colorless oil (74 mg, 75%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07456289B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-903bab5e1d8e41eca80090e94c6a643f |
| Quellennotiz | uspto-grants-2008_11 |