Reaktion #218370

Reaktionsgleichung

Hünig's base

52

(2S)-4-[(1R)-1-Phenylethyl]-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine

α-chloroethyl chloroformate

→

9

Ausbeute 43.0%

(2S)-2-((S)-Phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine

Ausbeute 43.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo a suspension of polymer
2. 2
   Filtrationthen filtered
3. 3
   Einengenconcentrated in vacuo
4. 4
   Temperaturheated at 70° C. for 2 hours
5. 5
   Temperaturcooled
6. 6
   Sonstigepurified by SCX chromatography (eluent: ammonia/methanol 1/1 [v/v])

Vorschrift

To a suspension of polymer supported Hünig's base (0.11 g, 0.40 mmol) and 52 (0.03 g, 0.066 mmol) in dry dichloromethane (1 ml) was added α-chloroethyl chloroformate (0.09 g, 0.066 mmol) at room temperature under nitrogen. The mixture was stirred at room temperature over the weekend then filtered and concentrated in vacuo. This was taken up in methanol, heated at 70° C. for 2 hours, cooled, and purified by SCX chromatography (eluent: ammonia/methanol 1/1 [v/v]) to give 9 as a colourless oil (0.01 g, 43%). The spectroscopic data for 9 obtained by the route outlined here was identical to the data for 9 obtained as described above.

Quelle