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

HRID 2354014
ノート
印刷プレビュー

反応式

HRID 2354014 の反応式
N[C:2]1([N+:21]([O-])=O)[C:7]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]([CH3:14])=[N:4][CH:3]1[O:15][CH2:16][C:17]([F:20])([F:19])[F:18].CN(C)C1C=CC=CC=1.[Br:33][CH2:34][C:35](Br)=[O:36]>ClCCl>[Br:33][CH2:34][C:35]([NH:21][C:2]1[C:3]([O:15][CH2:16][C:17]([F:18])([F:19])[F:20])=[N:4][C:5]([CH3:14])=[CH:6][C:7]=1[O:8][CH2:9][C:10]([F:11])([F:12])[F:13])=[O:36]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 949N,N-DimethylanilineHCID 61147Bromoacetyl bromideHCID 230924323-Amino-2,4-bis(2,2,2-trifluoroethoxy)-6-methyl-3-nitropyridine

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 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3-Amino-2,4-bis(2,2,2-trifluoroethoxy)-6-methyl-3-nitropyridine (42.29 g, 139.0 mmol) was dissolved in dichloromethane (600 mL), followed by the addition of N,N-dimethylaniline (20.46 g, 16.8 mmol). While stirring the mixture in an ice bath, a solution of bromoacetyl bromide (28.73 g, 142.3 mmol) in dichloromethane (100 mL) was added dropwise, and the reaction mixture was stirred at room temperature for 10 minutes. The reaction mixture was extracted with chloroform-water. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from chloroform-hexane to obtain the title compound (50.25 g, 85%) as colorless needles.

後処理

  1. stirringthe reaction mixture was stirred at room temperature for 10 minutes
  2. extractionThe reaction mixture was extracted with chloroform-water
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from chloroform-hexane

出典と根拠

ORDレコード
ord-ee1f2510f8e545ac8e08b858d68be819
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07750150B2

反応ノート

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