Stannous chloride dihydrate → [4-Amino-2-(2-methylphenyl)benzoyl]methionine methyl ester

HRID 2121236ノート

反応式

HRID 2121236 の反応式
[CH3:1][O:2][C:3](=[O:28])[C@H:4]([CH2:24][CH2:25][S:26][CH3:27])[NH:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22].O.O.Cl[Sn]Cl.C([O-])(O)=O.[Na+]>C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:28])[C@H:4]([CH2:24][CH2:25][S:26][CH3:27])[NH:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22]

参加物

5

反応物 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 53719134[4-Nitro-2-(2-methylphenyl)benzoyl]methionine methyl ester

生成物 1

HCID 20622819[4-Amino-2-(2-methylphenyl)benzoyl]methionine methyl ester収率 52%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of the product of Example 308B (940 mg, 2.33 mmol) in ethyl acetate (50 mL) was added SnCl2.2H2O (1.85 g, 8.18 mmol) and the reaction was heated at reflux for 1 hour. The reaction mixture was cooled and basified to pH8 gradually with solid NaHCO3, stirred overnight, and extracted with ethyl acetate. The ethyl acetate extract was concentrated and the residue was purified by chromatography on silica gel (5% methanol-ethyl acetate) to give the aniline (450 mg, 52%) as an oil.

後処理

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 1 hour
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with ethyl acetate
  5. extractionThe ethyl acetate extract
  6. concentrationwas concentrated
  7. customthe residue was purified by chromatography on silica gel (5% methanol-ethyl acetate)

出典と根拠

ORDレコード
ord-78e5abcb0a4348a3a0c22b0f835b9b88
出典データセット
uspto-grants-2004_02
特許番号
US06693123B2

反応ノート

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