Water → 4-Bromo-5,7-dimethyl-1H-indole

HRID 2278397노트

반응식

HRID 2278397 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([CH3:11])=[CH:4][C:3]=1[CH3:12].[CH:13]([Mg]Br)=[CH2:14].O>C1COCC1>[Br:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([CH3:11])=[C:6]2[C:7]=1[CH:13]=[CH:14][NH:8]2

참가 물질

5

반응물 3

HCID 962WaterHCID 124743261-Bromo-2,4-dimethyl-5-nitrobenzeneHCID 178418507HCID 178418507, 화합물

생성물 1

HCID 533995074-Bromo-5,7-dimethyl-1H-indole수율 31.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-40 °C

실험 절차

To a solution of 1-bromo-2,4-dimethyl-5-nitro-benzene (7.5 g, 32.6 mmol) in THF (100 mL) at −78° C. was added vinylmagnesium bromide (110 mL of 1.0 M solution in THF, 1.1 mol) dropwise. The reaction was allowed to warm slowly to −40° C. then stirred for 4 h. Water was added, and the reaction mixture allowed to warm slowly to rt and extracted with EtOAc. The organic phase was then dried over Na2SO4 and concentrated to give 4-bromo-5,7-dimethylindole (2.3 g) which was used in the subsequent step without purification.

후처리

  1. temperatureto warm slowly to rt
  2. extractionextracted with EtOAc
  3. dry with materialThe organic phase was then dried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fe90991f25d94f1b84f42f8b971910a3
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133180B2

반응 노트

불러오는 중…