HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 2-Bromo-3,4-dichloropyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Bromine | HCID 24408 | — |
| Edukt | Lithium diisopropylamide | HCID 2724682 | — |
| Edukt | 3,4-Dichloropyridine | HCID 2736081 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-Bromo-3,4-dichloropyridine | HCID 87556943 | — |
Reaktionsschritte
A solution of lithium diisopropylamide (7.0 mL, 2.0 M heptane/THF, 14.0 mmol) was added to a solution of 3,4-dichloropyridine (1.88 g, 12.7 mmol) and anhydrous THF (30 mL) at −78° C. under N2. After 1 h, bromine (0.71 mL, 14.0 mmol) was added. After an additional 30 min, the reaction was allowed to warm to rt and maintained for 30 min. The mixture was poured into water, extracted with EtOAc, dried, filtered, concentrated, and purified by silica gel chromatography (0→30% EtOAc/hexanes) to give 2-bromo-3,4-dichloropyridine after recrystallization from methanol. MS (ESI): 225.9.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745646B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-a64acdfc81b54d9593942e7dd7b4bd16 |
| Quellennotiz | uspto-grants-2010_06 |