Lithium Hexamethyldisilazide → 5-Chloro-2-(5-methyl-hex-1-enyl)-1H-indole

HRID 2406677

反応式

HRID 2406677 の反応式
[Br-].[CH3:2][CH:3]([CH3:26])[CH2:4][CH2:5][CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C.[Cl:37][C:38]1[CH:39]=[C:40]2[C:44](=[CH:45][CH:46]=1)[NH:43][C:42]([CH:47]=O)=[CH:41]2>C1COCC1>[Cl:37][C:38]1[CH:39]=[C:40]2[C:44](=[CH:45][CH:46]=1)[NH:43][C:42]([CH:47]=[CH:6][CH2:5][CH2:4][CH:3]([CH3:26])[CH3:2])=[CH:41]2

参加物

5

反応物 3

HCID 2733832Lithium HexamethyldisilazideHCID 10928070Phosphonium, (4-methylpentyl)triphenyl-, bromideHCID 122033185-Chloro-1H-indole-2-carbaldehyde

生成物 1

HCID 687513205-Chloro-2-(5-methyl-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 (4-methyl-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-(5-methyl-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-(5-methyl-hex-1-enyl)-1H-indole was purified by column chromatography

出典と根拠

ORDレコード
ord-d2a9e4774b46443698e45265323b5eef
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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