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N,N-Dimethylaniline → 2-bromo-N-[2,4-bis(2,2,2-trifluoroethoxy)-6-methylpyridin-3-yl]acetamide

HRID 1354256
ノート
印刷プレビュー

反応式

HRID 1354256 の反応式
CN(C)C1C=CC=CC=1.[NH2:10][C:11]1[C:12]([O:24][CH2:25][C:26]([F:29])([F:28])[F:27])=[N:13][C:14]([CH3:23])=[CH:15][C:16]=1[O:17][CH2:18][C:19]([F:22])([F:21])[F:20].[Br:30][CH2:31][C:32](Br)=[O:33]>ClCCl.O>[Br:30][CH2:31][C:32]([NH:10][C:11]1[C:12]([O:24][CH2:25][C:26]([F:29])([F:27])[F:28])=[N:13][C:14]([CH3:23])=[CH:15][C:16]=1[O:17][CH2:18][C:19]([F:21])([F:22])[F:20])=[O:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 949N,N-DimethylanilineHCID 61147Bromoacetyl bromideHCID 230924336-Methyl-2,4-bis(2,2,2-trifluoroethoxy)pyridin-3-amine

生成物 1

HCID 115899302-bromo-N-[2,4-bis(2,2,2-trifluoroethoxy)-6-methylpyridin-3-yl]acetamide収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6344
Dichloromethane
溶媒
2 回

実験手順

N,N-Dimethylaniline (20.46 g, 168.8 mmol) was added to a solution of 3-amino-2,4-bis(2,2,2-trifluoroethoxy)-6-methylpyridine (42.29 g, 139.0 mmol) in dichloromethane (600 mL). While the mixture was stirred under cooling with ice, a solution of bromoacetyl bromide (28.73 g, 142.3 mmol) in dichloromethane (100 mL) was added thereto, followed by stirring for ten minutes. The reaction mixture was diluted with water and then extracted with chloroform. The organic layer was washed with saturated brine and then dried over sodium sulfate anhydrate, followed by concentration under reduced pressure. The thus-obtained crystals were recrystallized from chloroform-hexane, to thereby yield 2-bromo-N-[2,4-bis(2,2,2-trifluoroethoxy)-6-methylpyridin-3-yl]acetamide (50.25 g, yield 85%) as colorless needles.

後処理

  1. temperatureunder cooling with ice
  2. stirringby stirring for ten minutes
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over sodium sulfate anhydrate
  6. concentrationfollowed by concentration under reduced pressure
  7. customThe thus-obtained crystals were recrystallized from chloroform-hexane

出典と根拠

ORDレコード
ord-f52ff6db4e1e4bddbb770aab5a651433
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07223764B2

反応ノート

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