1,2-Dibromoethane → 169674-07-1

HRID 2396827노트

반응식

HRID 2396827 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[OH-].[Na+].[Br:13][CH2:14][CH2:15]Br>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:13][CH2:14][CH2:15][N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[CH:5]=[CH:6]1

참가 물질

5

반응물 3

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 871105-Chloroindole

생성물 1

HCID 18986290169674-07-1수율 69%

시약·촉매·용매 1

HCID 74236Tetrabutylammonium Bromide촉매

실험 절차

A solution of 1 g of 5-chloroindole in 30 ml of 1,2-dibromoethane was treated with 30 ml of 28% NaOH and 80 mg of tetrabutyl-ammonium bromide. The mixture was stirred at 50° for 3 hours. The phases were separated and the aqueous phase was extracted with toluene. The combined organic phases were washed with water and dried over sodium sulfate. The solvent was distilled off and the residue was chromatographed over 150 g of silica gel with hexane-ethyl acetate (5:1). There were obtained 1.17 g (69%) of 1-(2-bromoethyl)-5-chloroindole as white crystals with a m.p. of 71°.

후처리

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted with toluene
  3. washThe combined organic phases were washed with water
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was chromatographed over 150 g of silica gel with hexane-ethyl acetate (5:1)

출처 및 근거

ORD 기록
ord-6100701cd5434f71b1e81d7935d9a09b
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05494928

반응 노트

불러오는 중…