Thionyl Chloride → N-benzyl-2-chloro-N-methylethanamine

HRID 582626

Reaktionsgleichung

Reaktionsgleichung von HRID 582626
S(Cl)([Cl:3])=O.[CH2:5]([N:12]([CH2:14][CH2:15]O)[CH3:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1C=CC=CC=1.C(OCC)(=O)C>[CH2:5]([N:12]([CH2:14][CH2:15][Cl:3])[CH3:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Thionyl chloride (2 ml) was added dropwise to a stirred, ice cooled solution of 2-[N-benzyl-N-methylamino]ethanol (4 g) obtained in preparation 8, in dry benzene (10 ml). The resulting mixture was stirred at 0° C. for 2 h and then diluted with ethyl acetate (40 ml), washed with saturated aqueous sodium bicarbonate solution (2×25 ml), water (50 ml), brine (50 ml) and dried. The ethyl acetate layer was evaporated and the residue was chromatographed on silica gel with 20% ethyl acetate in petroleum ether as eluent to give 2.6 g of the title compound.

Aufarbeitung

  1. washwashed with saturated aqueous sodium bicarbonate solution (2×25 ml), water (50 ml), brine (50 ml)
  2. customdried
  3. customThe ethyl acetate layer was evaporated
  4. customthe residue was chromatographed on silica gel with 20% ethyl acetate in petroleum ether as eluent

Quellen und Nachweise

ORD-Eintrag
ord-a1cbe317324b4b64b6db3f93ff4ac1d5
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05925656

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