反応 #674305

ord-5e14e4a929f846929471cfb5ccb6d7da

反応方程式

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
収率 97.5%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated
  2. 2
    その他to give the residue
  3. 3
    抽出The aqueous phase was extracted with MTBE (3×50 mL)
  4. 4
    洗浄The combined organic solution was washed with brine (50 mL)
  5. 5
    乾燥dried over anhydrous Na2SO4
  6. 6
    濃縮concentrated

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09226923B2uspto-grants-2016_01