تفاعل #674305

ord-5e14e4a929f846929471cfb5ccb6d7da

معادلة التفاعل

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
المردود 97.5%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated
  2. 2
    أخرىto give the residue
  3. 3
    استخلاصThe aqueous phase was extracted with MTBE (3×50 mL)
  4. 4
    غسيلThe combined organic solution was washed with brine (50 mL)
  5. 5
    تجفيفdried over anhydrous Na2SO4
  6. 6
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09226923B2uspto-grants-2016_01