2,4-Dichlorophenol → 2-Chloro-4-(2',4'-dichlorophenoxy)benzonitrile

HRID 436982

反応式

HRID 436982 の反応式
[Cl:1][C:2]1[CH:9]=[C:8](Cl)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[K].[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[OH:20]>CC(N(C)C)=O>[Cl:1][C:2]1[CH:9]=[C:8]([O:20][C:14]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:13]=2[Cl:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

参加物

5

反応物 3

HCID 84492,4-DichlorophenolHCID 810502,4-DichlorobenzonitrileHCID 5462222Potassium

生成物 1

HCID 214295702-Chloro-4-(2',4'-dichlorophenoxy)benzonitrile

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

A stirred solution of 2,4-dichlorobenzonitrile (51.6 g., 0.03 mole) and the potassium salt of 2,4-dichlorophenol (60.3 g., 0.03 mole) in 250 ml. of dimethyl acetamide was heated for 24 hours at 120° C. The cooled reaction mixture was diluted with 1000 ml. of water and the resultant oil was extracted with ether. Evaporation of the ether solution gave 88.0 g. of brown oil. Analysis by v.p.c. showed a 2:1 mixture of the desired compound and the isomeric 4-chloro-2-(2',4'-dichlorophenoxy) benzonitrile. A series of fractional crystallizations from 60°-110° C. petroleum ether gave the desired 2-chloro-4-(2',4'-dichlorophenoxy)benzonitrile with a melting point of 69°-74° C. The minor isomeric by-product melted at 110°-113° C.

後処理

  1. customThe cooled reaction mixture
  2. additionwas diluted with 1000 ml
  3. extractionof water and the resultant oil was extracted with ether
  4. customEvaporation of the ether solution
  5. customgave 88.0 g

出典と根拠

ORDレコード
ord-b9edb5826b9c484285f87d566eff734b
出典データセット
uspto-grants-1977_06
特許番号
US04029493

関連ノート

読み込み中…