HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Phenacyl bromide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 3',4',5'-Trimethoxyacetophenone | HCID 14345 | — |
| Edukt | Bromine | HCID 24408 | — |
| Edukt | 4-(3,4,5-Trimethoxybenzoyl)-2-phenylthiazole | HCID 25227430 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Phenacyl bromide | HCID 6259 | 70% |
Reaktionsschritte
Bromine (160 mg, 1 mmol) was added dropwise to a stirred solution of an 1-(3,4,5-trimethoxyphenyl)ethanone (210 mg, 1 mmol) in ethanol (30 mL) and the solution was stirred at 0° C. for 1h and then poured into water to form a precipitate. This was recrystallized from ethanol to give bromoacetophenone (70%) and used directly for next step. A mixture of bromoacetophenone (288 mg, 1 mmol) and benzothioamide (137 mg, 1 mmol) in ethanol was refluxed for 1h. The reaction mixture was concentrated in vacuo and purified with flash column to give 2i (167 mg, 51.1%). 1H NMR (500 MHz, CDCl3) δ 8.05-8.03 (m, 2H), 7.48-7.44 (m, 3H), 7.41 (s, 1H), 7.22 (s, 2H), 3.97 (s, 6H), 3.89 (s, 3H). MS (ESI) m/z 350.1 (M+Na)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822513B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-c3c6592e8cb54a76ba3fa597a5c7698a |
| Quellennotiz | uspto-grants-2014_09 |