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Benzofuran-4-carbonitrile → (1-Benzofuran-4-yl)methanamine

HRID 911340
노트
인쇄 미리보기

반응식

HRID 911340 반응식
[O:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([C:10]#[N:11])=[C:4]2[CH:3]=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH2:11][CH2:10][C:9]1[C:4]2[CH:3]=[CH:2][O:1][C:5]=2[CH:6]=[CH:7][CH:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 13307980Benzofuran-4-carbonitrileHCID 21226445Aluminium lithium hydride

생성물 1

HCID 55291080(1-Benzofuran-4-yl)methanamine수율 138.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
50 °C

실험 절차

Dissolve benzofuran-4-carbonitrile (0.3 g, 1.96 mmol) in anhydrous THF (5 mL) and add slowly to 1M lithium aluminum hydride in THF (3.91 mL, 3.91 mmol) at ambient temperature. Heat the reaction mixture at 50° C. for 5 h and cool to ambient temperature. Quench the reaction mixture with water until a granular precipitate starts to form and filter through a pad of Celite®. Evaporate the solvent and purify by SCX chromatography to obtain the title compound as a brown oil (0.4 g, 79%). GC-MS m/z: 147 (M+).

후처리

  1. temperaturecool to ambient temperature
  2. customQuench the reaction mixture with water until a granular precipitate
  3. customto form
  4. filtrationfilter through a pad of Celite®
  5. customEvaporate the solvent
  6. custompurify by SCX chromatography

출처 및 근거

ORD 기록
ord-e3b82ddac2fb4155a382c270af28d765
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022062B2

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