Pentyltriphenylphosphonium bromide → 5-Chloro-2-hex-1-enyl-1H-indole

HRID 2406662

反応式

HRID 2406662 の反応式
[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][CH2:4][CH2:5][CH3:6].[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[Cl:36][C:37]1[CH:38]=[C:39]2[C:43](=[CH:44][CH:45]=1)[NH:42][C:41]([CH:46]=O)=[CH:40]2>C1COCC1>[Cl:36][C:37]1[CH:38]=[C:39]2[C:43](=[CH:44][CH:45]=1)[NH:42][C:41]([CH:46]=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:40]2

参加物

5

反応物 3

HCID 2724565Pentyltriphenylphosphonium bromideHCID 2733832Lithium HexamethyldisilazideHCID 122033185-Chloro-1H-indole-2-carbaldehyde

生成物 1

HCID 687508525-Chloro-2-hex-1-enyl-1H-indole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To the cold suspension of pentyl triphenyl-phosphonium bromide in THF was added LiHMDS in THF and the mixture was stirred for 30 minutes and then the solution of 5-chloro-1H-indole-2-carbaldehyde was added to the reaction mixture and stirred for 3 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The product, 5-chloro-2-hex-1-enyl-1H-indole was purified by column chromatography.

後処理

  1. stirringstirred for 3 hours
  2. customThe reaction was quenched with saturated ammonium chloride solution
  3. extractionextracted with ethyl acetate
  4. customThe product, 5-chloro-2-hex-1-enyl-1H-indole was purified by column chromatography

出典と根拠

ORDレコード
ord-a4fadc70ddac419fb5aff51eaf4d3d05
出典データセット
uspto-grants-2014_08
特許番号
US08809382B2

関連ノート

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