2-[(2,3-Difluoro-6-nitrophenyl)amino]ethanol → 2-[(6-Amino-2,3-difluorophenyl)amino]ethanol

HRID 603101ノート

反応式

HRID 603101 の反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[NH:12][CH2:13][CH2:14][OH:15].[H][H]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:9][C:4]1[C:3]([NH:12][CH2:13][CH2:14][OH:15])=[C:2]([F:1])[C:7]([F:8])=[CH:6][CH:5]=1

参加物

6

反応物 2

HCID 579390192-[(2,3-Difluoro-6-nitrophenyl)amino]ethanolHCID 178418361HCID 178418361、化合物

生成物 1

HCID 579390152-[(6-Amino-2,3-difluorophenyl)amino]ethanol

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 2-[(2,3-difluoro-6-nitrophenyl)amino]ethanol (3.8 g, 17.4 mmol) in 70 ml of ethyl acetate and 30 ml of ethanol is added 10% Pd/C (380 mg). The reaction is shaken under 50 PSI of hydrogen for 3 hours. The pressure is periodically adjusted to 50 PSI. The reaction is filtered through celite, rinsed with ethanol and concentrated. The resulting material is used without further purification in the next step. 1H NMR (400 MHz, CDCl3) δ ppm 3.17-3.27 (m, 2H) 3.68-3.78 (m, 2H) 6.38 (ddd, J=8.89, 4.69, 2.05 Hz, 1H) 6.61-6.70 (m, 1H)

後処理

  1. filtrationThe reaction is filtered through celite
  2. washrinsed with ethanol
  3. concentrationconcentrated
  4. customThe resulting material is used without further purification in the next step

出典と根拠

ORDレコード
ord-fa546a3f8f1f475981257399b2a2d403
出典データセット
uspto-grants-2011_03
特許番号
US07906654B2

反応ノート

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