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

HRID 991577노트

반응식

HRID 991577 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
25 °C

실험 절차

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 HCl (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.

후처리

  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

출처 및 근거

ORD 기록
ord-95527d8d85d44eebb228c2f45fc656dd
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465500B1

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