反応 #2439961

ord-cb9e5286896c4fb5b91ec277f5e865ba

反応方程式

O=C1Cc2cc(Cc3ccc([N+](=O)[O-])cc3)ccc2N1
5-(4-Nitro-benzyl)-1,3-dihydro-indol-2-one
Nc1ccc(Cc2ccc3c(c2)CC(=O)N3)cc1
5-(4-Amino-benzyl)-1,3-dihydro-indol-2-one
収率 58.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The flask was evacuated
  2. 2
    workup.ADDITIONthen charged with H2(g) (55 psi)
  3. 3
    その他to degas the reaction mixture)
  4. 4
    workup.ADDITIONThe reaction vessel charged with H2(g) (55 psi)
  5. 5
    ろ過were filtered through celite
  6. 6
    濃縮The organic solution was then concentrated in vacuo

実験手順

5-(4-Nitro-benzyl)-1,3-dihydro-indol-2-one (0.524 g, 1.94 mmols) was suspended in 35 ml of MeOH. 5% Pd/C (50 mg) was added to the flask which then was placed on a PARR apparatus. The flask was evacuated then charged with H2(g) (55 psi). This evacuation/H2(g) fill procedure was repeated 3 times (to degas the reaction mixture). The reaction vessel charged with H2(g) (55 psi) was shaken on the PARR apparatus for 2.5 hours after which the contents were filtered through celite. The organic solution was then concentrated in vacuo affording 5-(4-Amino-benzyl)-1,3-dihydro-indol-2-one at 58% yield (0.267 g, 1.12 mmol).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07749530B2uspto-grants-2010_07