Réaction #674305

Équation de réaction

4-(benzyloxy)cyclohexanecarboxamide

trifluoroacetic anhydride

H2O

→

4-(benzyloxy)cyclohexanecarbonitrile

Rendement 97.5%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated
2. 2
   Autreto give the residue
3. 3
   ExtractionThe aqueous phase was extracted with MTBE (3×50 mL)
4. 4
   LavageThe combined organic solution was washed with brine (50 mL)
5. 5
   Séchagedried over anhydrous Na2SO4
6. 6
   Concentrationconcentrated

Mode opératoire

To a suspension of 4-(benzyloxy)cyclohexanecarboxamide (2.33 g, 10 mmol, 1.0 equiv) in THF (dry, 50 mL) was added trifluoroacetic anhydride (4.16 mL, 30 mmol, 3.0 equiv) dropwise at room temperature. The resulting clear solution was stirred at room temperature for 30 min and then concentrated to give the residue. H2O (50 mL) was added. The aqueous phase was extracted with MTBE (3×50 mL). The combined organic solution was washed with brine (50 mL), dried over anhydrous Na2SO4, concentrated to give 2.1 g (yield 97%) of 4-(benzyloxy)cyclohexanecarbonitrile as a pale yellow oil.

Source