1-(2-Amino-3-chloro-4-methoxyphenyl)ethanone → 1-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanone

HRID 1422522노트

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HRID 1422522 반응식
[NH2:1][C:2]1[C:7]([Cl:8])=[C:6]([O:9]C)[CH:5]=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12]>Br>[NH2:1][C:2]1[C:7]([Cl:8])=[C:6]([OH:9])[CH:5]=[CH:4][C:3]=1[C:11](=[O:13])[CH3:12]

참가 물질

3

반응물 1

HCID 299199881-(2-Amino-3-chloro-4-methoxyphenyl)ethanone

생성물 1

HCID 574451951-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanone수율 23.3%

시약·촉매·용매 1

HCID 260Hydrogen Bromide용매

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온도
110 °C

실험 절차

1-(2-Amino-4-methoxy-3-chloro-phenyl)ethanone (71.55 g, 358 mmol) was dissolved in HBr (500 mL, 48% in H2O). The reaction was heated to 110° C. for 2 days. The reaction was cooled to rt then the solids were filtered. The solids were partitioned between EtOAc and ½ sat Na2CO3(aq). Organics were dried over Na2SO4, filtered and solvent removed under reduced pressure. 1-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanone (15.5 g, 16%) was isolated by silica gel chromatography as an off-white solid.

후처리

  1. temperatureThe reaction was cooled to rt
  2. filtrationthe solids were filtered
  3. customThe solids were partitioned between EtOAc and ½
  4. dry with materialOrganics were dried over Na2SO4
  5. filtrationfiltered
  6. customsolvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-471a01ed74c344c4b9e1805298266e00
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927484B2

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