Water → HCID 19850164, Verbindung

HRID 1608008Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1608008
[NH2:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].I[CH3:20].O>CN(C)C=O>[F:17][C:14]([F:15])([F:16])[C:13]([NH:12][CH2:11][CH2:10][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([NH:1][CH3:20])[CH:3]=1)=[O:18]

Komponenten

5

Edukt 3

HCID 962WaterHCID 6328Methyl iodideHCID 12807541N-[2-(3-Amino-4-methoxyphenyl)ethyl]-2,2,2-trifluoroacetamide

Produkt 1

HCID 19850164HCID 19850164, VerbindungAusbeute 11 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

N-[2-(3-Amino-4-methoxyphenyl)ethyl]-2,2,2-trifluoro acetamide (26.2 g., 0.2 mole) and iodomethane (14.0 g., 6.2 ml., 0.2 mole) in dry dimethylformamide (500 ml) were stirred under nitrogen for 3 hr. The solution was poured into water and the suspension extracted with ethyl acetate. Evaporation of the extracts afforded an oil which was separated by high pressure liquid chromatography on silica using 1% methanol in dichloromethane as eluant. Evaporation of the fractions containing the major bond afforded the sub-title compound (6.1 g) as a white solid mp 65°-67°. The hydrochloride, prepared in the usual way, had mp 153°-155°.

Aufarbeitung

  1. extractionthe suspension extracted with ethyl acetate
  2. customEvaporation of the extracts
  3. customafforded an oil which
  4. customwas separated by high pressure liquid chromatography on silica using 1% methanol in dichloromethane as eluant
  5. customEvaporation of the fractions
  6. additioncontaining the major bond

Quellen und Nachweise

ORD-Eintrag
ord-bbfd73b82c5d4fe4ac88aeccc6ca3a2c
Quelldatensatz
uspto-grants-1989_09
Patentnummer
US04868306

Notizen zur Reaktion

Wird geladen…