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HRID 63228Erstellt: 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/63228

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 NH4Cl, 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
PatentnummerUS09447049B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-bb3f8e48cc10469783a6f272d7bc68d3
Quellennotizuspto-grants-2016_09