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

HRID 368915

반응식

HRID 368915 반응식
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]

참가 물질

8

반응물 4

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

생성물 1

HCID 543137752-(2-Naphthyl)N-allyidimethylamine수율 64%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)촉매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9234f45069e04d55a75e3e075be1fe64
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06136157

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