2-(4-Tert-butyl-benzoylamino)-4-nitro-benzoic acid methyl ester → 4-Amino-2-(4-tert-butyl-benzoylamino)-benzoic acid methyl ester

HRID 29661

反応式

HRID 29661 の反応式
[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:5]=1[NH:13][C:14](=[O:25])[C:15]1[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=1>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[NH:13][C:14](=[O:25])[C:15]1[CH:16]=[CH:17][C:18]([C:21]([CH3:22])([CH3:23])[CH3:24])=[CH:19][CH:20]=1

参加物

4

反応物 1

HCID 691945292-(4-Tert-butyl-benzoylamino)-4-nitro-benzoic acid methyl ester

生成物 1

HCID 691966714-Amino-2-(4-tert-butyl-benzoylamino)-benzoic acid methyl ester収率 76.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

To a Parr shaker bottle was added 10% Pd/C (0.346 g) then ethyl acetate (50 mL) followed by 2-(4-tert-butyl-benzoylamino)-4-nitro-benzoic acid methyl ester (3.041 g, 8.53 mmol) as a solution in ethyl acetate (200 mL). The reaction was hydrogenated overnight, filtered through celite and silica washing with ethyl acetate and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate/hexanes (20/80) to afford 4-amino-2-(4-tert-butyl-benzoylamino)-benzoic acid methyl ester (2.122 g, 76%) as a yellow solid.

後処理

  1. filtrationfiltered through celite and silica washing with ethyl acetate
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-56588c6a396e49eca033e96f266f80bb
出典データセット
uspto-grants-2008_09
特許番号
US07420083B2

関連ノート

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