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

HRID 656237

反応式

HRID 656237 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-c69ef97162fb406ab0133ecdbc96b27e
出典データセット
uspto-grants-2011_12
特許番号
US08071651B2

関連ノート

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