Benzenamine, N-methyl-2-nitro-4-(trifluoromethyl)- → N1-Methyl-4-(trifluoromethyl)benzene-1,2-diamine

HRID 1594507ノート

反応式

HRID 1594507 の反応式
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-])=O>[OH-].[OH-].[Pd+2].CO>[CH3:1][NH:2][C:3]1[C:4]([NH2:13])=[CH:5][C:6]([C:9]([F:10])([F:12])[F:11])=[CH:7][CH:8]=1

参加物

4

反応物 1

HCID 88405Benzenamine, N-methyl-2-nitro-4-(trifluoromethyl)-

生成物 1

HCID 715666N1-Methyl-4-(trifluoromethyl)benzene-1,2-diamine

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

The title compound of Example 6, Step A (150 mmol, 33 g) and Pearlman's catalyst (ca. 400 mg) were agitated in MeOH (200 mL) under H2 (40 psi, Parr shaker) for 4 h. The reaction mixture was filtered through celite and the filtrate was concentrated in vacuo. Flash chromatography on silica eluting with 20-25% EtOAc in hexanes afforded the product as a light orange solid. 1H NMR (500 MHz, CDCl3), δ (ppm): 7.17 (1H, d, J=8.3 Hz), 6.97 (1H, d, J=1.9 Hz), 6.68 (1H, d, J=8.2 Hz), 3.78 (1H, bs), 3.38 (2H, bs), 2.94 (3H, s). LC-MS (ESI, Method C): 2.71, m/z 191.1 (M+1).

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-12b5ce107a9c496c8fd8d090466249e9
出典データセット
uspto-grants-2007_11
特許番号
US07301036B2

反応ノート

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