Indole → 1-Phenyl-1H-indole

HRID 565678

반응식

HRID 565678 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C(=O)(O)[O-].[K+]>BrC1C=CC=CC=1.[Cu]I>[C:4]1([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH:3]=[CH:2]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

5

반응물 2

HCID 798IndoleHCID 516893Potassium Bicarbonate

생성물 1

HCID 1820291-Phenyl-1H-indole수율 124.2%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매2회HCID 7961Bromobenzene용매

실험 절차

A suspension of indole (8.2 g), potassium bicarbonate (12 g) and copper (I) iodide (2.7 g) in bromobenzene (70 mL) was refluxed for 3 hours under nitrogen atmosphere. To the mixture copper (I) iodide (11 g) was added and the mixture was refluxed for additional 6 hours. The insoluble material was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1 to 20:1) to provide 8.4 g of the title compound. Yield 62%.

후처리

  1. temperaturewas refluxed for 3 hours under nitrogen atmosphere
  2. temperaturethe mixture was refluxed for additional 6 hours
  3. customThe insoluble material was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=50:1 to 20:1)

출처 및 근거

ORD 기록
ord-df943a1910d34487b1cad511b5518662
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172085B2

연결된 노트

불러오는 중…