Reacción #674305

Ecuación de reacción

4-(benzyloxy)cyclohexanecarboxamide

trifluoroacetic anhydride

H2O

→

4-(benzyloxy)cyclohexanecarbonitrile

Rendimiento 97.5%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated
2. 2
   Otroto give the residue
3. 3
   ExtracciónThe aqueous phase was extracted with MTBE (3×50 mL)
4. 4
   LavadoThe combined organic solution was washed with brine (50 mL)
5. 5
   Secadodried over anhydrous Na2SO4
6. 6
   Concentraciónconcentrated

Procedimiento

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.

Fuente