Hexamethylenetetramine → 2-Amino-1-(3-(trifluoromethyl)phenyl)ethan-1-one hydrochloride
Reaktionsgleichung
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6](=[O:9])[CH2:7]Br.C1N2CN3CN(C2)C[N:16]1C3.C(Cl)(Cl)(Cl)[Cl:26]>>[ClH:26].[NH2:16][CH2:7][C:6]([C:5]1[CH:10]=[CH:11][CH:12]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:4]=1)=[O:9]Komponenten
4
Versuchsvorschrift
Add 3-(trifluoromethyl)phenacyl bromide (10 g, 37.4 mmol) to a solution of hexamethylenetetramine (HMTA) (5.80 g, 41.3 mmol) in carbon tetrachloride (100 mL). Stir at room temperature overnight. Filter the precipitate and suspend the filter cake in ethanol (200 mL). Dilute the mixture with concentrated hydrochloric acid (28 mL), and stir the mixture at room temperature overnight. Filter the precipitate, and concentrate the filtrate in vacuo to provide an off-white solid. Recrystallize the solids from hot 1% concentrated hydrochloric acid in 2-propanol taking care not to cool below room temperature to provide 2-amino-1-(3-(trifluoromethyl)phenyl)ethanone hydrochloride (7.67 g, 86%).
Aufarbeitung
- filtrationFilter the precipitate
- additionDilute the mixture with concentrated hydrochloric acid (28 mL)
- stirringstir the mixture at room temperature overnight
- filtrationFilter the precipitate
- concentrationconcentrate the filtrate in vacuo
- customto provide an off-white solid
- customRecrystallize the solids from hot 1% concentrated hydrochloric acid in 2-propanol taking care not
- temperatureto cool below room temperature
Quellen und Nachweise
- ORD-Eintrag
- ord-c9e57a1784044b6484a13e1512d376ab
- Quelldatensatz
- uspto-grants-2012_01
- Patentnummer
- US08093383B2
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