Réaction #45287

Équation de réaction

1-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-2,2,2-trifluoroethanone

→

8-(2,2,2-trifluoroethyl)-1,4-dioxa-8-aza-spiro[4.5]decane

Rendement 100.8%

Solvants

THF

borane methyl sulfide

Conditions de réaction

Traitement

1. 1
   TempératureAfter refluxing the reaction mixture for 12 h
2. 2
   Températurethe reaction was cooled
3. 3
   Autrequenched with MeOH
4. 4
   AutreAfter removal of THF
5. 5
   Extractionthe residue was extracted with ethyl acetate
6. 6
   Lavagewashed with brine
7. 7
   Séchagedried with MgSO4
8. 8
   Concentrationconcentrated

Mode opératoire

In the solution of 1-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-2,2,2-trifluoroethanone (20 g, 83.7 mmol) in THF, borane-methyl sulfide complex (83.7 mL, 2M solution in THF) was added at 0° C. After refluxing the reaction mixture for 12 h, the reaction was cooled and quenched with MeOH. After removal of THF, the residue was extracted with ethyl acetate and washed with brine, dried with MgSO4 and concentrated to give 8-(2,2,2-trifluoroethyl)-1,4-dioxa-8-aza-spiro[4.5]decane (19 g) was obtained.

Source