Tetrahydrofuran → 1H-Indol-3-Ylmethanamine

HRID 6737

反応式

HRID 6737 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]#[N:17])=[CH:8]1.O1CCCC1>O1CCOCC1>[NH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH2:16][NH2:17])=[CH:8]1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 2302823-CyanoindoleHCID 21226445Aluminium lithium hydride

生成物 1

HCID 4721071H-Indol-3-Ylmethanamine収率 54.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Lithium aluminum hydride (100 mg) was added to a solution of 1H-indole-3-carbonitrile (100 mg) in 15 mL of 2:1 dioxane:tetrahydrofuran. The mixture was refluxed for 0.5 h, then cooled to 0 C and quenched by the sequential addition of 0.1 mL water, 0.1 mL 3 N sodium hydroxide, and 0.3 mL more water. After the mixture was stirred for 15 min at rt, the aluminum salts were removed by filtration and the solvent was evaporated to give 56 mg of C-(1H-indol-3-yl)methylamine.

後処理

  1. temperatureThe mixture was refluxed for 0.5 h
  2. temperaturecooled to 0 C
  3. customquenched by the sequential addition of 0.1 mL water, 0.1 mL 3 N sodium hydroxide, and 0.3 mL more water
  4. customthe aluminum salts were removed by filtration
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-51057ba33ac843df960a60de27fd9d4c
出典データセット
uspto-grants-2006_08
特許番号
US07084154B2

関連ノート

読み込み中…