N-bromobutanimide → 3,6-Dibromo-1-(3-methoxypropyl)-1H-indole

HRID 656237

반응식

HRID 656237 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[CH2:11][CH2:12][CH2:13][O:14][CH3:15])=[CH:4][CH:3]=1.[Br:16]N1C(=O)CCC1=O>O1CCCC1>[Br:16][C:6]1[C:5]2[C:9](=[CH:10][C:2]([Br:1])=[CH:3][CH:4]=2)[N:8]([CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:7]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 231516746-Bromo-1-(3-methoxypropyl)-1H-indole

생성물 1

HCID 686528323,6-Dibromo-1-(3-methoxypropyl)-1H-indole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

A solution of 10.39 g of 6-bromo-1-(3-methoxypropyl)-1H-indole (building block 5) in 1.5 l of tetrahydrofuran is cooled to −78° C., and 7.05 g of N-bromosuccinimide are added. The mixture is stirred at −78° C. for 1.7 hours and then warmed to room temperature. The reaction mixture is evaporated. The title compound is obtained as an orange oil from the residue by flash chromatography (SiO2 60 F). Rf=0.31 (EtOAc-heptane 1:4); Rt=5.65 (Gradient I).

후처리

  1. temperaturewarmed to room temperature
  2. customThe reaction mixture is evaporated

출처 및 근거

ORD 기록
ord-c69ef97162fb406ab0133ecdbc96b27e
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071651B2

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