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4-Amino-1-naphthalenecarbonitrile → 4-(Aminomethyl)naphthalen-1-amine

HRID 18918
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HRID 18918 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]#[N:13])=[CH:4][CH:3]=1.B.C1COCC1>>[NH2:13][CH2:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([NH2:1])=[CH:3][CH:4]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 428284-Amino-1-naphthalenecarbonitrileHCID 2723981Borane;tetrahydrofuran

생성물 1

HCID 552553354-(Aminomethyl)naphthalen-1-amine

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온도
70 °C

실험 절차

To a vial containing 4-aminonaphthalene-1-carbonitrile (0.59 mmol) was added BH3.THF (1M solution (1.2 mmol). The vial was capped and stirred at 70° C. for 19.5 hours. The reaction was cooled down to room temperature and quenched by drop wise addition of methanol (2 mL), stirred at room temperature for 30 minutes, filtered and stirred with Dowex 50WX2-200 resin (1 g) for 26.5 hours. The resin was filtered, washed with methanol (20 mL) and 10% aqueous ammonia (50 mL). The solvent was removed under vacuum. The material was used without any further purification in the next step.

후처리

  1. customThe vial was capped
이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트
temperature
The reaction was cooled down to room temperature
  • customquenched by drop wise addition of methanol (2 mL)
  • stirringstirred at room temperature for 30 minutes
  • filtrationfiltered
  • stirringstirred with Dowex 50WX2-200 resin (1 g) for 26.5 hours
  • filtrationThe resin was filtered
  • washwashed with methanol (20 mL) and 10% aqueous ammonia (50 mL)
  • customThe solvent was removed under vacuum
  • customThe material was used without any further purification in the next step
  • 출처 및 근거

    ORD 기록
    ord-f46bacf9bd4f4633ae87241f3c9c8450
    출처 데이터셋
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07741479B2

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