HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Methyl 2-(4-bromothiophen-2-yl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Bromine | HCID 24408 | — |
| Edukt | Methyl thiophen-2-acetate | HCID 88055 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | Methyl 2-(4-bromothiophen-2-yl)acetate | HCID 67367159 | 41,2% |
Reaktionsschritte
To a solution of methyl 2-(thiophen-2-yl)acetate (5 g, 32 m mol) and anhydrous AlCl3 (10.7 g, 80 mmol) in CHCl3 (50 ml) was added dropwise bromine (1.8 ml, 34 mmol) at 0˜5° C. over 30 min. When the addition was complete, the mixture was allowed to warm to room temperature overnight. Then it was poured into icy water (50 ml), extracted with EtOAc (30 ml×3). The combined organic phase was dried over Na2SO4, filtered and concentrated. Purification by column chromatography (PE/EtOAc=10/1) gave the product (3.1 g, 41%) as light yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09187447B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-c684f8a700ae4cda99395bea95117d31 |
| Quellennotiz | uspto-grants-2015_11 |