HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzonitrile, 3-(bromomethyl)- → 3-(2-(7-Chloroquinolin-2-yl)ethyl)benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Edukt | 7-Chloro-2-methylquinoline | HCID 138395 | — |
| Edukt | Lithium diisopropylamide | HCID 2724682 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(2-(7-Chloroquinolin-2-yl)ethyl)benzonitrile | HCID 9994506 | — |
Reaktionsschritte
To a solution of 7-chloroquinaldine (17.7 g) in THF (80 mL) at -78° was added a solution of 100 mL lithium diisopropylamide (LDA) (1M) dropwise. After addition the solution was warmed to -20° and added dropwise to 3-cyanobenzyl bromide (20 g) in THF (80 mL) at 0°. The reaction mixture was stirred 1 hr at 0° and warmed to room temperature (30 min). The mixture was partitioned between pH 7 buffer (25% NH4OAc) and ethyl acetate. The organic layer was dried and evaporated. Flash chromatography of the residue using 30% ether in hexane afforded the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05428171 |
| Quelldatensatz | uspto-grants-1995_06 |
| ORD ID | ord-0346e4d19e474aaeb7d254f608fadec3 |
| Quellennotiz | uspto-grants-1995_06 |