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HRID 217742Erstellt: 25. Oktober 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → 3-tert-Butyl-N-methoxy-N-methyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzamide

https://huagongshe.com/reaction/217742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
EduktDiisopropylethylamineHCID 81531—
EduktO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Edukt3-tert-Butyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzoic acidHCID 58136832—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-tert-Butyl-N-methoxy-N-methyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzamideHCID 5813695899,4%

Reaktionsschritte

3-tert-Butyl-5-[3-(tetrahydropyran-2-yloxy)propoxy]benzoic acid (O4.059; 4.90 g) and N,O-dimethylhydroxylaminehydrochloride (1.42 g) were dissolved in DMF (80 ml) and admixed with Hünig's base (4.81 ml) and TOTU (4.78 g). After stirring for 2 h, the mixture was left to stand overnight. Then the DMF was drawn off, the mixture was partitioned between EA and saturated sodium hydrogencarbonate solution, and the EA phase was removed, dried over magnesium sulfate, filtered and concentrated. 5.49 g of the title compound were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198272B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-aa8b3e8f1c4a4b8c90256da1b6eea2b5
Quellennotizuspto-grants-2012_06