HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aluminium lithium hydride → 2-Phenyl-1,3-thiazole-4-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | 4-(3,4,5-Trimethoxybenzoyl)-2-phenylthiazole | HCID 25227430 | — |
| Edukt | 2-Phenyl-thiazole-4-carboxylic acid methoxymethylamide | HCID 57516832 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Phenyl-1,3-thiazole-4-carbaldehyde | HCID 736524 | 45,8% |
Reaktionsschritte
At −78° C., to a solution of 2-phenyl-thiazole-4-carboxylic acid methoxymethylamide (1 equiv) in THF was added LiAlH4 (1 equiv, 1 N in THF) and stirring for 1h at −20° C. The reaction mixture was placed on an ice bath and quenched by 20% H2SO4 solution, extracted with ethyl acetate and dried over MgSO4. The solvent was removed under reduced pressure and purified by column chromatography to yield 42b (45.8%). 1H NMR (300 MHz, CDCl3) δ 10.1 (s, 1H), 8.17 (s, 1H), 8.02-8.00 (m, 2H), 7.50-7.48 (m, 3H). MS (ESI) m/z 244.1 (M+Na+MeOH)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09334242B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-3ec9ef59106241498999335c67cc13d1 |
| Quellennotiz | uspto-grants-2016_05 |