Reaktion #674305

ord-5e14e4a929f846929471cfb5ccb6d7da

Reaktionsgleichung

NC(=O)C1CCC(OCc2ccccc2)CC1
4-(benzyloxy)cyclohexanecarboxamide
O=C(OC(=O)C(F)(F)F)C(F)(F)F
trifluoroacetic anhydride
O
H2O
N#CC1CCC(OCc2ccccc2)CC1
4-(benzyloxy)cyclohexanecarbonitrile
Ausbeute 97.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated
  2. 2
    Sonstigeto give the residue
  3. 3
    ExtraktionThe aqueous phase was extracted with MTBE (3×50 mL)
  4. 4
    WaschenThe combined organic solution was washed with brine (50 mL)
  5. 5
    Trocknendried over anhydrous Na2SO4
  6. 6
    Einengenconcentrated

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09226923B2uspto-grants-2016_01