Bromine → N-(2-Bromophenyl)-2,2,2-trifluoroacetamide

HRID 1288904ノート

反応式

HRID 1288904 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].C(=O)([O-])O.[Na+].[Br:19]Br>CO>[Br:19][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[NH:5][C:3](=[O:4])[C:2]([F:12])([F:13])[F:1]

参加物

5

反応物 3

HCID 24408BromineHCID 678812,2,2-Trifluoro-N-phenylacetamideHCID 516892Sodium Bicarbonate

生成物 1

HCID 4263215N-(2-Bromophenyl)-2,2,2-trifluoroacetamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

To a stirred mixture of the N-trifluoroacetylaniline (2.00 mmol) and sodium hydrogen carbonate (0.21 g, 2.50 mmol, 1.25 eq) in methanol (10 mL) at 0° C. is added dropwise bromine (0.113 mL, 2.19 mmol, 1.1 eq). The resulting reaction mixture is then stirred at 25° C. for 30 minutes. The reaction mixture is then evaporated under reduced pressure, and the residue is placed in water made acidic to pH 3 with HCI (10 mL). This aqueous mixture is extracted with ethyl acetate (3×15 mL). The extracts is combined, dried (MgSO4), and evaporated under reduced pressure. The residue is column chromatographed using silica gel (approximately 50 g) and elution with an appropriate solvent system to afford the corresponding 2-bromo-N-trifluoroacetylaniline.

後処理

  1. customThe resulting reaction mixture
  2. customThe reaction mixture is then evaporated under reduced pressure
  3. extractionThis aqueous mixture is extracted with ethyl acetate (3×15 mL)
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customchromatographed
  7. washsilica gel (approximately 50 g) and elution with an appropriate solvent system

出典と根拠

ORDレコード
ord-77149f70402b46dba2e1f9cd605ebad5
出典データセット
uspto-grants-1998_05
特許番号
US05747501

反応ノート

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