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

HRID 1074301ノート

反応式

HRID 1074301 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

反応条件

温度
10 °C

実験手順

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 (Na), and the benzene evaporated under vacuum. A crude product 42.5 g (84 wt %) results and is recrystallized from isopropanolpetroleum ether to give Compound 7 as white crystals,

後処理

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

出典と根拠

ORDレコード
ord-a8b9c122c3464cca8de31e935cf082a3
出典データセット
uspto-grants-1990_11
特許番号
US04973734

反応ノート

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