O-Methylhydroxylamine hydrochloride → HCID 24959928, Verbindung
Reaktionsgleichung
[F:1][C:2]([C:7]1[CH:12]=[CH:11][C:10]([O:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15])=[CH:9][CH:8]=1)([CH3:6])[C:3]([OH:5])=O.Cl.[CH3:22][O:23][NH2:24]>S(Cl)(Cl)=O>[F:18][C:17]([F:20])([F:19])[S:14]([O:13][C:10]1[CH:11]=[CH:12][C:7]([C:2]([F:1])([CH3:6])[C:3]([NH:24][O:23][CH3:22])=[O:5])=[CH:8][CH:9]=1)(=[O:16])=[O:15]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A suspension of 1 (0.5 gr, 1.6 mmol) in thionyl chloride (5 mL) was refluxed for 3 h. After cooling at room temperature, thionyl chloride was evaporated under vacuum and the crude acyl chloride was diluted in dry CH2Cl2 (5 mL) and cooled at T=0° C. by ice-water bath. Methoxyamine hydrochloride (0.27 g, 3.2 mmol) was added portionwise. The ice-water bath was removed and the reaction mixture was left stirring at room temperature. After complete disappearance of the starting material (TLC) a buffer solution (pH=2.0) (V=10 ml) was added, the two phases trasferred into a separator funnel and separated and the organic one was washed with brine (3×10 mL), dried over Na2SO4 and evaporated under vacuum to give pure 11 as pale yellow oil (0.47 gr, yield 85%). 1H-NMR (CDCl3) δ 9.05 (bs, 1H, CONH), 7.70 (d, 2H, J=7 Hz), 7.30 (d, 2H, J=7 Hz), 3.80 (s, 3H), 1.95 (d, 3H, J=23 Hz).