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

HRID 2121236노트

반응식

HRID 2121236 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-78e5abcb0a4348a3a0c22b0f835b9b88
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06693123B2

반응 노트

불러오는 중…