Reaktion #446249

Reaktionsgleichung

chloroacetyl chloride

isooxazolidine hydrochloride

triethylamine

→

N-chloroacetyl isooxazolidine

Lösungsmittel

ether

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigerose to room temperature
2. 2
   FiltrationThe precipitate triethylamine hydrochloride was filtered off through diatomaceous earth
3. 3
   Waschenthe filter bed washed well with ether
4. 4
   SonstigeThe combined ether solutions were evaporated

Vorschrift

To a stirred slurry of finely powdered isooxazolidine hydrochloride (H. King, J. Chem. Soc. 433,1942) (11.0 g) in dry ether (200 ml) at 0° C. was added triethylamine (28.0 ml) and a solution of chloroacetyl chloride (8.0 ml) in ether (50 ml). The reaction mixture was stirred for a further 4 hours, whilst the temperature rose to room temperature. The precipitate triethylamine hydrochloride was filtered off through diatomaceous earth and the filter bed washed well with ether. The combined ether solutions were evaporated to give N-chloroacetyl isooxazolidine as an oil (11.5 g) NMR (CDCl3) 2.38[quintet, 2H, CH2 ], 3.78[t,2H, NCH2 ], 4.05[t,2H, OCH2 ]and 4.22 [s,2H, ClCH2CO].

Quelle