2-Aminobiphenyl → HCID 12545264, 화합물

HRID 383213노트

반응식

HRID 383213 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[F-].[K+]>>[N+:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:11][C:12]1[C:13]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:14][CH:15]=[CH:16][CH:17]=1)([O-:10])=[O:9]

참가 물질

4

반응물 3

HCID 70152-AminobiphenylHCID 738951-Fluoro-2-nitrobenzeneHCID 522689Potassium Fluoride

생성물 1

HCID 12545264HCID 12545264, 화합물수율 91.1%

반응 조건

온도
200 °C

실험 절차

A mixture of 1-fluoro-2-nitrobenzene (13.06 g, 92.6 mmol), 2-aminobiphenyl (31.3 g, 185.2 mmol), and potassium fluoride (8.1 g, 138.9 mmol) was prepared in a 100 mL round bottom flask. The flask was evacuated and replaced with nitrogen. The mixture was heated to 200° C. overnight. The reaction mixture was cooled and ethyl acetate and water were added. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were dried over magnesium sulfate, filtered, and evaporated. The residue was preabsorbed onto Celite and purified by column chromatography eluting with 0, 2, and 5% ethyl acetate/hexanes. 24.5 g (91%) of product was obtained.

후처리

  1. customwas prepared in a 100 mL round bottom flask
  2. customThe flask was evacuated
  3. temperatureThe reaction mixture was cooled
  4. additionethyl acetate and water were added
  5. customThe layers were separated
  6. extractionthe aqueous layer was extracted with ethyl acetate
  7. dry with materialThe organic layers were dried over magnesium sulfate
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was preabsorbed onto Celite
  11. custompurified by column chromatography
  12. washeluting with 0, 2, and 5% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-8b5b36b35f764088929926de479edb52
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367223B2

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