1-Chloro-4-nitrobenzene → 2-(4-Nitrophenyl)-2-phenylpropanenitrile

HRID 1494687노트

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HRID 1494687 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[K+].[CH3:13][CH:14]([C:21]#[N:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([CH3:13])[C:21]#[N:22])=[CH:3][CH:4]=1)([O-:10])=[O:9]

참가 물질

5

반응물 3

HCID 74741-Chloro-4-nitrobenzeneHCID 14797Potassium HydroxideHCID 157612-Phenylpropionitrile

생성물 1

HCID 2110592-(4-Nitrophenyl)-2-phenylpropanenitrile

시약·촉매·용매 1

HCID 1049Pyridine용매2회

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온도
10 °C

실험 절차

This compound is synthesized according to Makosza, et al with some modifications (Makosza, M., et al, Tetrahedron (1974), 30: 3723). A solution of 4-chloronitrobenzene (31.5 g, 0.2 mol) in pyridine (100 mL) is added dropwise to a vigorously stirred suspension of KOH (fine powder 70.0 g) and α-methylbenzylcyanide (26.2 g, 0.2 mol) in pyridine (150 mL), with the reaction temperature being maintained at 10° C. The reaction mixture is stirred for 24 hours at 25° C., and poured onto an excess of HCl-ice mixture. The acidic aqueous mixture is extracted with benzene, the organic phase washed with brine, dried (Na2SO4), and the benzene evaporated under vacuum. A crude product 42.5 g (84 wt %) results and is recrystallized from isopropanol-petroleum ether to give Compound 7 as white crystals,

후처리

  1. customThis compound is synthesized
  2. extractionThe acidic aqueous mixture is extracted with benzene
  3. washthe organic phase washed with brine
  4. dry with materialdried (Na2SO4)
  5. customthe benzene evaporated under vacuum
  6. customA crude product 42.5 g (84 wt %) results
  7. customis recrystallized from isopropanol-petroleum ether

출처 및 근거

ORD 기록
ord-c00df3bc34d647ec85bb2691ef4a8490
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05026897

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