Реакция #674305

ord-5e14e4a929f846929471cfb5ccb6d7da

Уравнение реакции

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
Выход 97.5%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеconcentrated
  2. 2
    Другоеto give the residue
  3. 3
    ЭкстракцияThe aqueous phase was extracted with MTBE (3×50 mL)
  4. 4
    ПромывкаThe combined organic solution was washed with brine (50 mL)
  5. 5
    Сушкаdried over anhydrous Na2SO4
  6. 6
    Концентрированиеconcentrated

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09226923B2uspto-grants-2016_01