Benzene, 4-chloro-1-methyl-2-nitro- → 5-Chloro-2-methylaniline

HRID 451692

반응식

HRID 451692 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N+:9]([O-])=O)[CH:3]=1>CO.[Ni]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([NH2:9])[CH:3]=1

참가 물질

4

반응물 1

HCID 6975Benzene, 4-chloro-1-methyl-2-nitro-

생성물 1

HCID 72605-Chloro-2-methylaniline수율 100%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

A 2 L flask was charged the solution of 4-chloro-1-methyl-2-nitrobenzene (60 g, 0.35 mol) in MeOH (1 L), Raney Ni was added, the air in flask was replaced three times with H2, the mixture was stirred for 3 h at rt. The solution was filtered and concentrated. The residue was dissolved in CH2Cl2 (500 mL), and the solution was washed with brine, dried over Na2SO4. Solvent removal gave 5-chloro-2-methylbenzenamine (50 g, 0.35 mol). 1H NMR (CDCl3, 400 MHz) δ 7.02-6.93 (d, 2H), 6.70-6.60 (d, 2H), 3.67 (s, 2H), 2.14 (s, 3H).

후처리

  1. additionwas added
  2. customthe air in flask was replaced
  3. filtrationThe solution was filtered
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in CH2Cl2 (500 mL)
  6. washthe solution was washed with brine
  7. dry with materialdried over Na2SO4
  8. customSolvent removal

출처 및 근거

ORD 기록
ord-2c976f0513b1424aa151dd74b1054d77
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487108B2

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