2-Nitro-4-toluonitrile → 2-Amino-4-methylbenzonitrile

HRID 442962

反応式

HRID 442962 の反応式
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([N+:10]([O-])=O)[CH:3]=1>[Pd].O1CCOCC1>[NH2:10][C:4]1[CH:3]=[C:2]([CH3:1])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

参加物

4

反応物 1

HCID 962352-Nitro-4-toluonitrile

生成物 1

HCID 28012762-Amino-4-methylbenzonitrile収率 83.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 4-methyl-2-nitrobenzonitrile (4.9 g, 30 mmol) and 10% palladium on carbon (500 mg) in 1,4-dioxane (60 mL) was stirred under hydrogen (balloon) overnight. The catalyst was removed by filtration through the Celite, and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography (dichloromethane) to give the title compound as a pale yellow solid (3.3 g, 83%). 1H-NMR (300 MHz, CDCl3) δ 7.26 (d, J=8.3 Hz, 1H), 6.56 (s, 1H), 6.55 (s, 1H), 4.32 (br s, 2H), 2.29 (s, 3H).

後処理

  1. customThe catalyst was removed by filtration through the Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by flash chromatography (dichloromethane)

出典と根拠

ORDレコード
ord-9cfd7fd935834a369adcceeb8e01b05c
出典データセット
uspto-grants-1999_04
特許番号
US05891909

関連ノート

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