反応 #2829

ord-d4473f302a7441cbb178c086184f7270

反応方程式

CCCCCCc1ccc(C(=O)N2CCOCC2)cc1[N+](=O)[O-]
compound ( [5]-(54)-75 )
CCCCCCc1ccc(C(=O)N2CCOCC2)cc1[N+](=O)[O-]
4-hexyl-3-nitrobenzoic acid morpholide
NN.O
hydrazine monohydrate
CCCCCCc1ccc(C(=O)N2CCOCC2)cc1N
compound ( [5]-(55)-75 )
収率 99.4%
CCCCCCc1ccc(C(=O)N2CCOCC2)cc1N
3-amino-4-hexylbenzoic acid morpholide
収率 99.4%

反応条件

温度
50°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONwas added
  2. 2
    ろ過the solution was filtered through celite 545
  3. 3
    その他to remove the catalyst
  4. 4
    その他The solvent was evaporated under reduced pressure
  5. 5
    その他The residue was purified by silica gel column chromatography (Kieselgel 60=20 g, ethyl acetate)

実験手順

The compound ([5]-(54)-75) (700 mg) prepared in Example 62 was dissolved in ethanol (35 ml). After the solution was heated to 50° C., a suspension of 10% Pd/C (70 mg) in ethanol was added, and hydrazine monohydrate (0.35 ml) was added to the solution. The solution was stirred at 50° C. for 30 minutes. After the reaction was completed, the solution was filtered through celite 545 to remove the catalyst. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (Kieselgel 60=20 g, ethyl acetate) to obtain the above-captioned compound ([5]-(55)-75) (631 mg) as colorless oil.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05731310uspto-grants-1998_03