Ammonia → (Dimethyl-1,2-oxazol-4-yl)methanamine

Reaktionsgleichung

Cl[CH2:2][C:3]1[C:4]([CH3:9])=[N:5][O:6][C:7]=1[CH3:8].[NH3:10]>>[NH2:10][CH2:2][C:3]1[C:4]([CH3:9])=[N:5][O:6][C:7]=1[CH3:8]

Komponenten

Edukt 2

HCID 222Ammonia

HCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-

Produkt 1

HCID 11018874(Dimethyl-1,2-oxazol-4-yl)methanamine

Versuchsvorschrift

4-Chloromethyl-3,5-dimethylisoxazole (700 mg, 4.8 mmol) is suspended in concentrated aqueous ammonia at 20-25 degrees C., and vigorously stirred overnight. The reaction mixture is extracted with isopropyl alcohol/chloroform (10/90, 2×). The combined organic phases are concentrated under nitrogen flow. The residue is purified by flash chromatography methanol/methylene chloride (5-20%, 1% triethylamine) to give the title compound, MR (CDCl3, 300 MHz) delta3.62, 2.37, 2.29, and 1.44.

Aufarbeitung

customvigorously stirred overnight
extractionThe reaction mixture is extracted with isopropyl alcohol/chloroform (10/90, 2×)
concentrationThe combined organic phases are concentrated under nitrogen flow
customThe residue is purified by flash chromatography methanol/methylene chloride (5-20%, 1% triethylamine)

Quellen und Nachweise

ORD-Eintrag: ord-6ca962a7b64a4fab9ab62598632e1f55
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07727997B2

Notizen zur Reaktion

Wird geladen…