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Aluminium lithium hydride → HCID 59831919, 화합물

HRID 1716626
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HRID 1716626 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:11][C:12]#[N:13])[CH:8]=2)[CH:3]=[CH:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:11][CH2:12][NH2:13])[CH:8]=2)[CH:3]=[CH:2]1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59831860HCID 59831860, 화합물

생성물 1

HCID 59831919HCID 59831919, 화합물수율 62%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

To a 0° C. solution of 3-(1H-indol-6-yl)-3-phenyl-propionitrile XIII (1.1 g, 4.5 mmol) in THF (35 ml) was slowly added a suspension of LiAlH4 (0.51 g, 13 mmol) in THF (10 ml). The mixture was stirred 10 min at 0° C. and 10 minutes at room temperature, then it was refluxed for 1.5 hours. The reaction mixture was cooled to 0° C., quenched by the careful addition of freshly ground Na2SO4.10H2O (25 g), filtered, and the solid was washed with EtOAc. The filtrate was concentrated and purified via flash chromatography (DCM/MeOH/NH4OH) affording 3-(1H-indol-6-yl)-3-phenyl-propylamine XIV as a colorless oil (0.68 g, 62% yield).

후처리

  1. temperatureit was refluxed for 1.5 hours
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. customquenched by the careful addition of freshly ground Na2SO4.10H2O (25 g)
  4. filtrationfiltered
  5. washthe solid was washed with EtOAc
  6. concentrationThe filtrate was concentrated
  7. custompurified via flash chromatography (DCM/MeOH/NH4OH)

출처 및 근거

ORD 기록
ord-536c43c65f704daa9bfb4316b28407c0
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803830B2

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