HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phloroglucinol → 2-Methoxy-1-(2,4,6-trihydroxyphenyl)ethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Phloroglucinol | HCID 359 | — |
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Methoxyacetonitrile | HCID 74442 | — |
| Katalysator | Zincchloride | HCID 3007855 | — |
| Produkt | 2-Methoxy-1-(2,4,6-trihydroxyphenyl)ethanone | HCID 643400 | 81% |
Reaktionsschritte
Phloroglucinol (35.1 g, 279 mmol) was dissolved into ethyl ether (500 mL) solution, followed by zinc chloride (8 g, 59 mmol) and 2-methoxy acetonitrile (18 g, 253 mmol) added in the solution under ice water bath condition. Dry HCl gas was bubbled into the reaction mixture, vigorously stirring for 5 hours, and precipitate was formed. The precipitate was filtered and collected, followed by dissolved into water and refluxed for 3 hours. After cooling, pink precipitate was collected, and desired white compound can be obtained after recrystallization with water. (45 g, yield 81%) 1HNMR (400 MHz, DMSO-d6): δ=12.14 (s, 2H), 10.41 (s, 1H), 5.79 (s, 2H), 4.56 (s, 2H), 3.32 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09221781B2 |
| Quelldatensatz | uspto-grants-2015_12 |
| ORD ID | ord-3fe139a606c14a0d83c37aa1a17f3b1e |
| Quellennotiz | uspto-grants-2015_12 |