Acetonitrile → Bis(p-chlorophenyl)amine

HRID 589246노트

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HRID 589246 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.NO.[ClH:13].C([O-])([O-])=O.[K+].[K+].[CH3:20][C:21]#[N:22]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:22][C:21]2[CH:4]=[CH:3][C:2]([Cl:13])=[CH:7][CH:20]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 742994-Chlorophenylboronic acidHCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 234111Bis(p-chlorophenyl)amine

반응 조건

온도
70 °C

실험 절차

Under air, a 500-mL rbf was charged with (4-chlorophenyl)boronic acid (15.0 g, 96.0 mmol, 1 eq.), NH2OH.HCl (8.0 g, 115 mmol, 1.2 eq.), CuBr (2.75 g, 19.18 mmol, 0.2 eq.), K2CO3 (19.89 g, 144.0 mmol, 1.5 eq.), and CH3CN (320 mL). The reaction mixture was stirred at 70° C. for 24 h. The completion of the reaction was monitored by TLC. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on a silica gel using 10%-20% EtOAc in hexanes to give the product as brown oil that solidifies when dried under vacuum.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by flash column chromatography on a silica gel using 10%-20% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-c8ffc496ff8a4f36a63686dc5a044e11
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227986B2

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