Acetonitrile → 2-(2-Naphthyl)N-allyidimethylamine

HRID 368915

反応式

HRID 368915 の反応式
O([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)S(C(F)(F)F)(=O)=O.[CH2:19]([N:22]([CH3:24])[CH3:23])[CH:20]=[CH2:21].C(=O)([O-])[O-].[K+].[K+].C(#N)C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.[Fe+2].O>[CH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:9]=1[C:20](=[CH2:21])[CH2:19][N:22]([CH3:24])[CH3:23]

参加物

8

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 75082N,N-DimethylallylamineHCID 45463412-Naphthyl Trifluoromethanesulfonate

生成物 1

HCID 543137752-(2-Naphthyl)N-allyidimethylamine収率 64%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)触媒HCID 962Water溶媒

実験手順

Table 1, Entry 9. In the reaction tube were mixed 2-naphthyl triflate (0.276 g, 1.0 mmol), N-allyidimethylamine (0.426 g, 5.0 mmol), palladium acetate (0.00673 g, 0.030 mmol), DPPF (0.0366 g, 0.066 mmol), potassium carbonate (0.207 g, 1.5 mmol) and 1.0 ml acetonitrile.under nitrogen. The contents of the flask were irradiated for 5.00 min with an effect of 50 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml diethyl ether. The combined extracts were washed two times with 25 ml saline and concentrated to an oil. The crude product was purified by repeated Kugelrohr distillation. The yield was 64% (clear oil).

後処理

  1. customThe contents of the flask were irradiated for 5.00 min with an effect of 50 W
  2. temperatureAfter cooling
  3. extractionwas extracted three times with 25 ml diethyl ether
  4. washThe combined extracts were washed two times with 25 ml saline
  5. concentrationconcentrated to an oil
  6. customThe crude product was purified
  7. distillationKugelrohr distillation

出典と根拠

ORDレコード
ord-9234f45069e04d55a75e3e075be1fe64
出典データセット
uspto-grants-2000_10
特許番号
US06136157

関連ノート

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