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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 522562Erstellt: 25. Oktober 2026

Aluminium lithium hydride → 2-Phenyl-1,3-thiazole-4-carbaldehyde

https://huagongshe.com/reaction/522562

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminium lithium hydrideHCID 21226445—
Edukt4-(3,4,5-Trimethoxybenzoyl)-2-phenylthiazoleHCID 25227430—
Edukt2-Phenyl-thiazole-4-carboxylic acid methoxymethylamideHCID 57516832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Phenyl-1,3-thiazole-4-carbaldehydeHCID 73652445,8%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09334242B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-3ec9ef59106241498999335c67cc13d1
Quellennotizuspto-grants-2016_05