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HRID 2119048Erstellt: 25. Oktober 2026

Methyl Picolinimidate → 3-[2-(Pyridin-2-yl)-4,5-dihydro-1,3-oxazol-5-yl]phenol

https://huagongshe.com/reaction/2119048

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl PicolinimidateHCID 152260—
EduktBenzenemethanol, alpha-(aminomethyl)-3-hydroxy-, hydrochloride (1:1)HCID 3016408—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-[2-(Pyridin-2-yl)-4,5-dihydro-1,3-oxazol-5-yl]phenolHCID 13914264—

Reaktionsschritte

A mixture of (±) norphenylephrine hydrochloride (10 g, 0.05 mol) and methyl iminopicolinate (8 g, 0.059 mol) in tetrahydrofuran (300 ml) is heated to reflux for 16 hours. The mixture is dissolved in ethyl acetate and water. The aqueous layer is extracted twice with ethyl acetate. The combined ethyl acetate solutions are washed twice with dilute aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated to dryness to obtain a partially crystalline material. This material is triturated with ether to obtain crystals. These crystals are dissolved in hot acetonitrile and the hot solution is filtered and allowed to cool. The crystals (4 g) are filtered off, washed with acetonitrile and dried in vacuo, m.p. 139°-141° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04681940
Quelldatensatzuspto-grants-1987_07
ORD IDord-17b90e9fdb1f4a58a7aa257a1b60427b
Quellennotizuspto-grants-1987_07