Reaktion #674305
ord-5e14e4a929f846929471cfb5ccb6d7da
Reaktionsgleichung
4-(benzyloxy)cyclohexanecarboxamide
trifluoroacetic anhydride
H2O
→
4-(benzyloxy)cyclohexanecarbonitrile
Ausbeute 97.5%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Einengenconcentrated
- 2Sonstigeto give the residue
- 3ExtraktionThe aqueous phase was extracted with MTBE (3×50 mL)
- 4WaschenThe combined organic solution was washed with brine (50 mL)
- 5Trocknendried over anhydrous Na2SO4
- 6Einengenconcentrated
Vorschrift
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.