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HRID 70055Erstellt: 23. Oktober 2026

Benzoyl chloride, 3,4,5-trimethoxy- → (2-(Phenylamino)-1-trityl-1H-imidazol-4-yl)(3,4,5 trimethoxyphenyl)methanone

https://huagongshe.com/de/reaction/70055

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chloride, 3,4,5-trimethoxy-HCID 78282—
EduktN-Phenyl-1-trityl-1H-imidazol-2-amineHCID 66794278—
EduktHCID 178418306HCID 178418306—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2-(Phenylamino)-1-trityl-1H-imidazol-4-yl)(3,4,5 trimethoxyphenyl)methanoneHCID 6678058343,7%

Reaktionsschritte

At −78° C., t-BuLi in THF (1.7 M, 0.34 mL, 0.58 mmol) was added to a solution of trityl protected compound (d) (116 mg, 0.289 mmol) in THF. Then 3,4,5-trimethoxybenzoyl chloride (66.5 mg, 0.289 mmol) was added and stirred overnight. The reaction mixture was quenched with saturated NR4Cl, and dried with MgSO4. Filtration and evaporation of the solvent followed by chromatography afforded compound (e) (75 mg, 43.7%). 1H NMR (500 MHz, CDCl3) δ 7.55-7.41 (m, 5H), 7.32 (s, 1H), 7.28-7.18 (m, 15H), 6.94 (s, 2H), 3.78 (s, 6H), 3.70 (s, 3H). MS: 594.2 (M−H)−; 596.3 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822513B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a52012a079dc464ba99b862016fe9c37
Quellennotizuspto-grants-2014_09