2-chloro-N-(2,4-dimethoxyphenyl)acetamide → 2-Chloroacetamido-5-methoxy phenol

HRID 81826

반응식

HRID 81826 반응식
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[O:14]C)=[O:4].[Cl-].[Cl-].[Cl-].[Al+3]>C(Cl)Cl>[Cl:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[OH:14])=[O:4]

참가 물질

4

반응물 2

HCID 3038242-chloro-N-(2,4-dimethoxyphenyl)acetamideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 135065532-Chloroacetamido-5-methoxy phenol수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

2-Chloro-N-(2,4-dimethoxy-phenyl)-acetamide (45.8 g, 0.2 mol) was dissolved in 1000 mL methylene chloride, and the reaction mixture was stirred at 0° C. under nitrogen. Aluminum trichloride (78.9 g, 0.6 mol) was added in portions over 30 minutes, and the reaction mixture was allowed to stir for 17 hours at room temperature. The reaction mixture was concentrated to 200 mL volume under reduced pressure, and then poured onto ice. Solids were removed by filtration, and the liquid was taken up in EtOAc, washed with brine, dried (MgSO4), filtered, and evaporated under reduced pressure to yield 39.67 g of 2-Chloro-N-(2-hydroxy-4-methoxy-phenyl)-acetamide. MS (M+H)=216.

후처리

  1. stirringto stir for 17 hours at room temperature
  2. concentrationThe reaction mixture was concentrated to 200 mL volume under reduced pressure
  3. additionpoured onto ice
  4. customSolids were removed by filtration
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-530ccd13db6c478c87cc223220dc9372
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846705B2

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