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Hydrochloric Acid → (2-Amino-4,5-dimethoxy-phenyl)-(3-bromo-phenyl)-methanone

HRID 1191329
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HRID 1191329 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[CH:12][C:11]=2[NH:20]C(=O)C(C)(C)C)=[O:9])[CH:5]=[CH:6][CH:7]=1.Cl>O1CCOCC1>[NH2:20][C:11]1[CH:12]=[C:13]([O:18][CH3:19])[C:14]([O:16][CH3:17])=[CH:15][C:10]=1[C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[O:9]
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 66849003N-{2-[(3-bromophenyl)carbonyl]-4,5-dimethoxyphenyl}-2,2-dimethylpropanamide

생성물 1

HCID 7148514(2-Amino-4,5-dimethoxy-phenyl)-(3-bromo-phenyl)-methanone

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of N-{2-[(3-bromophenyl)carbonyl]-4,5-dimethoxyphenyl}-2,2-dimethylpropanamide (7.9 g, 18.9 mmol) in 1,4-dioxane (80 mL) was added concentrated HCl (9.55 g, 94.2 mmol). The mixture was refluxed for 2 hours. After cooling to room temperature, 1,4-dioxane was removed in vacuum and the residue was diluted with water (100 mL) and EtOAc (100 mL), then neutralized with NaHCO3 to pH=8. The mixture was extracted with EtOAc (80 mL×3). The combined organic phases were dried over anhydrous MgSO4, filtered and concentrated under vacuum to afford (2-amino-4,5-dimethoxyphenyl)(3-bromophenyl)methanone. MS (M+H)=336 and 338.

후처리

  1. temperatureThe mixture was refluxed for 2 hours
  2. custom1,4-dioxane was removed in vacuum
  3. additionthe residue was diluted with water (100 mL) and EtOAc (100 mL)
  4. extractionThe mixture was extracted with EtOAc (80 mL×3)
  5. dry with materialThe combined organic phases were dried over anhydrous MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-21e84717c3e54a3bbdd99859834e2267
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680116B2

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