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

HRID 442962

반응식

HRID 442962 반응식
[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]

참가 물질

4

반응물 1

HCID 962352-Nitro-4-toluonitrile

생성물 1

HCID 28012762-Amino-4-methylbenzonitrile수율 83.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-9cfd7fd935834a369adcceeb8e01b05c
출처 데이터셋
uspto-grants-1999_04
특허 번호
US05891909

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