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Aluminium lithium hydride → N-pentylthiophen-3-amine

HRID 1715219
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HRID 1715219 반응식
[S:1]1[CH:5]=[CH:4][C:3]([NH:6][C:7](=O)[CH2:8][CH2:9][CH2:10][CH3:11])=[CH:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:7]([NH:6][C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)[CH2:8][CH2:9][CH2:10][CH3:11]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 66725662N-3-thienylpentanamide

생성물 1

HCID 65438924N-pentylthiophen-3-amine수율 79%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of N-3-thienylpentanamide (13.4 g, 73.0 mmol) in THF (200 mL) was added LiAlH4 (3.50 g, 100 mmol) at ambient temperature. The resulting mixture was stirred at ambient temperature for 16 h and at 60° C. for 1 h. After cooling down to ambient temperature, the reaction was quenched by the addition of saturated sodium sulfate dropwise until the color change from green to white and diluted with THF (200 mL). The reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to dryness. The residue was subjected to column chromatography to yield the title compound (9.70 g, 79%): MS (ES+) m/z 170.3 (M+1).

후처리

  1. temperatureAfter cooling down to ambient temperature
  2. customthe reaction was quenched by the addition of saturated sodium sulfate dropwise until the color change from green to white and
  3. additiondiluted with THF (200 mL)
  4. filtrationThe reaction mixture was filtered through celite
  5. concentrationthe filtrate was concentrated in vacuo to dryness

출처 및 근거

ORD 기록
ord-0ad2dc16b35a40c5ae8d34ebb73b7adf
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07799798B2

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