Tetrahydrofuran → 1H-Indol-3-Ylmethanamine

HRID 6737

반응식

HRID 6737 반응식
[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

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 2302823-CyanoindoleHCID 21226445Aluminium lithium hydride

생성물 1

HCID 4721071H-Indol-3-Ylmethanamine수율 54.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-51057ba33ac843df960a60de27fd9d4c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084154B2

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