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

HRID 451692

反応式

HRID 451692 の反応式
[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

参加物

4

反応物 1

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

生成物 1

HCID 72605-Chloro-2-methylaniline収率 100%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2c976f0513b1424aa151dd74b1054d77
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

関連ノート

読み込み中…