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

HRID 81826

反応式

HRID 81826 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 135065532-Chloroacetamido-5-methoxy phenol収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-530ccd13db6c478c87cc223220dc9372
出典データセット
uspto-grants-2014_09
特許番号
US08846705B2

関連ノート

読み込み中…