Ethyl-m-nitrocinnamate → Ethyl 3-(3-Aminophenyl)propionate

HRID 491992

反応式

HRID 491992 の反応式
[CH2:1]([O:3][C:4](=[O:16])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4](=[O:16])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1)[CH3:2]

参加物

4

反応物 1

HCID 94827Ethyl-m-nitrocinnamate

生成物 1

HCID 82314Ethyl 3-(3-Aminophenyl)propionate収率 97.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 3-(3-nitro-phenyl)-acrylic acid ethyl ester (16.5 g, 74.6 mmol) and Pd/C (1.65 g) in methanol (200 mL) was stirred under 40 psi of H2 at RT for 2 h then filtered over celite. After removal the solvent, 14 g of 3-(3-amino-phenyl)-propionic acid ethyl ester was obtained and used directly without further purification. 1H-NMR (400 MHz, CDCl3): 7.11 (t, J=5.6 Hz, 1H), 6.67 (d, J=7.2 Hz, 11H), 6.63-6.61 (m, 2H), 4.13 (q, J=7.2 Hz, 2H), 2.87 (t, J=8.0 Hz, 2H), 2.59 (t, J=7.6 Hz, 2H), 1.34 (t, J=6.8 Hz, 3H).

後処理

  1. filtrationthen filtered over celite
  2. customAfter removal the solvent

出典と根拠

ORDレコード
ord-e83c807d73e341b7b5168091f670722b
出典データセット
uspto-grants-2009_05
特許番号
US07531566B2

関連ノート

読み込み中…