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

HRID 18918

反応式

HRID 18918 の反応式
[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

参加物

3

反応物 2

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

生成物 1

HCID 552553354-(Aminomethyl)naphthalen-1-amine

反応条件

温度
70 °C

実験手順

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.

後処理

  1. customThe vial was capped
  2. temperatureThe reaction was cooled down to room temperature
  3. customquenched by drop wise addition of methanol (2 mL)
  4. stirringstirred at room temperature for 30 minutes
  5. filtrationfiltered
  6. stirringstirred with Dowex 50WX2-200 resin (1 g) for 26.5 hours
  7. filtrationThe resin was filtered
  8. washwashed with methanol (20 mL) and 10% aqueous ammonia (50 mL)
  9. customThe solvent was removed under vacuum
  10. customThe material was used without any further purification in the next step

出典と根拠

ORDレコード
ord-f46bacf9bd4f4633ae87241f3c9c8450
出典データセット
uspto-grants-2010_06
特許番号
US07741479B2

関連ノート

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