تفاعل #78240

ord-3ded8f04c190456d870ee3eaca6c19b5

معادلة التفاعل

[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide
CCOCC
diethyl ether
c1ccc(CN2CCC3(CC2)CO3)cc1
1-benzylpiperidin-4-spiro-2′-oxirane
CCCCOc1ccc(NC)cc1
4-butoxy-N-methylaniline
CCCCOc1ccc(N(C)CC2(O)CCN(Cc3ccccc3)CC2)cc1
titled compound
المردود 75.5%
CCCCOc1ccc(N(C)CC2(O)CCN(Cc3ccccc3)CC2)cc1
1-benzyl-4-[N-(4-n-butoxyphenyl)-N-methylaminomethyl]piperidin-4-ol
المردود 75.5%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGstirred at room temperature for 2 hours
  2. 2
    ترشيحThe reaction solution was filtered
  3. 3
    تركيزthe filtrate was concentrated under reduced pressure
  4. 4
    أخرىThe residue obtained
  5. 5
    أخرىwas purified by silica gel column chromatography (elution solvent; ethyl acetate)

الإجراء التجريبي

Activated neutral aluminum oxide 90 (activity I, made by Merck Co.) (5 g) was added to a diethyl ether solution (10 mL) of 1-benzylpiperidin-4-spiro-2′-oxirane (0.50 g) and 4-butoxy-N-methylaniline (0.53 g) and stirred at room temperature overnight. Methanol (20 mL) was added to the reaction solution and stirred at room temperature for 2 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (elution solvent; ethyl acetate) to obtain the titled compound (0.71 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06710060B2uspto-grants-2004_03