3,5-Dimethoxyaniline → 3-Amino-5-methoxyphenol

HRID 1616944노트

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HRID 1616944 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:10]C)[CH:9]=1)[NH2:6].C[S-].[Na+]>CN1CCCC1=O>[NH2:6][C:5]1[CH:7]=[C:8]([OH:10])[CH:9]=[C:3]([O:2][CH3:1])[CH:4]=1

참가 물질

4

반응물 2

HCID 663013,5-DimethoxyanilineHCID 4378561Sodium methanethiolate

생성물 1

HCID 119535163-Amino-5-methoxyphenol수율 60.1%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
140 °C

실험 절차

3,5-Dimethoxyaniline (9.97 g, 65.1 mmol) and sodium methyl mercaptide (9.1 g, 130 mmol) were dissolved in N-methylpyrrolidinone (60 ml). The reaction mixture was stirred at 140° C. for 1 h. After cooling to room temperature, the reaction mixture was partitioned between ethyl acetate and saturated aqueous Na2HPO4. The layers were separated and the organic layer was washed with water, dried over MgSO4 and the solvent was evaporated. The residue was purified by flash chromatography on silica gel eluting with 50% EtOAc/hexanes to afford 3-amino-5-methoxyphenol (5.44 g). MS m/z: 140 [M+H]+

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was partitioned between ethyl acetate and saturated aqueous Na2HPO4
  3. customThe layers were separated
  4. washthe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. customthe solvent was evaporated
  7. customThe residue was purified by flash chromatography on silica gel eluting with 50% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-d4fd153c63bb4d4387a79c5f53a4f90f
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765779B2

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