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

HRID 1392260

반응식

HRID 1392260 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-db6a674a07a8411f85ab16bd819a538b
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342039B2

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