تفاعل #2123274

ord-daf59e2da2494f2cb104f0a3adb4728d

معادلة التفاعل

O=C(OCc1ccccc1)N1CCC2(CC1)CO2
Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate
NC1CCCCC1
cyclohexylamine
[Li+].[O-][Cl+3]([O-])([O-])[O-]
lithium perchlorate
O=C(OCc1ccccc1)N1CCC(O)(CNC2CCCCC2)CC1
product
المردود 96.0%
O=C(OCc1ccccc1)N1CCC(O)(CNC2CCCCC2)CC1
benzyl 4-[(cyclohexylamino)methyl]-4-hydroxypiperidine-1-carboxylate
المردود 96.0%

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled to room temperature
  2. 2
    أخرىThe solvent was evaporated under reduced pressure
  3. 3
    أخرىthe residue was purified by silica gel column chromatography

الإجراء التجريبي

Benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (1.98 g) was dissolved in acetonitrile (80 mL), and cyclohexylamine (800 mg) and lithium perchlorate (960 mg) were added. The mixture was stirred at 80° C. overnight, and cooled to room temperature. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography using basic silica gel (15% ethyl acetate/hexane to 80% ethyl acetate/hexane) to give the object product (2.39 g, 96%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08575167B2uspto-grants-2013_11