تفاعل #359739

ord-6f8c09e36221499a9402e63f834e28db

معادلة التفاعل

BrCC1CC1
bromomethyl cyclopropane
Cl.O.O=C1CCNCC1
4-piperidone hydrate hydrochloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=C1CCN(CC2CC2)CC1
title compound
المردود 55.3%
O=C1CCN(CC2CC2)CC1
1-Cyclopropylmethyl-piperidin-4-one
المردود 55.3%

المذيبات

ظروف التفاعل

درجة الحرارة
85°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe resulting suspension was filtered
  2. 2
    غسيلthe solid was washed with acetonitrile
  3. 3
    تركيزThe filtrate was concentrated in vacuo
  4. 4
    أخرىpurified by column chromatography on silica eluting with DCM/2N NH3 in methanol 97:3

الإجراء التجريبي

To a suspension of bromomethyl cyclopropane (4 mmol) and 4-piperidone hydrate hydrochloride (4 mmol) in acetonitrile (30 mL) was added sodium carbonate (11 mmol). The reaction mixture was stirred 16 h at 85° C. The resulting suspension was filtered and the solid was washed with acetonitrile. The filtrate was concentrated in vacuo and purified by column chromatography on silica eluting with DCM/2N NH3 in methanol 97:3 to yield 339 mg of the title compound as yellow oil. MS (m/e): 154.2 (MH+, 100%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07456174B2uspto-grants-2008_11