Sodium Iodide → 2-[2-Methoxy-3-(2-chlorophenylthio)phenyl]acetonitrile

HRID 1164081ノート

反応式

HRID 1164081 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH2:9]Cl)=[CH:7][CH:6]=[CH:5][C:4]=1[S:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18].[I-].[Na+].[C-:21]#[N:22].[K+]>CS(C)=O>[CH3:1][O:2][C:3]1[C:4]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:5][CH:6]=[CH:7][C:8]=1[CH2:9][C:21]#[N:22]

参加物

5

反応物 3

HCID 5238Sodium IodideHCID 9032Potassium CyanideHCID 205134642-Chlorophenyl 2-methoxy-3-chloromethylphenyl thioether

生成物 1

HCID 205134652-[2-Methoxy-3-(2-chlorophenylthio)phenyl]acetonitrile収率 99.9%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of 2-chlorophenyl 2-methoxy-3-chloromethylphenyl thioether (9.2 g) and sodium iodide (4.8 g) in dimethyl sulfoxide (50 ml) was stirred at room temperature. To the mixture was added powdered potassium cyanide (2.1 g) all at once, and the mixture was stirred at 70° C. for 3 hours. The reaction mixture was poured into ice-water and extracted with diethyl ether. The extract was washed with water, dried and then evaporated to give oily 2-[2-methoxy-3-(2-chlorophenylthio)phenyl]acetonitrile (8.9 g). This product was purified by column chromatography (silica gel 150 g, benzene) to give purified oily product (4.1 g).

後処理

  1. stirringwas stirred at 70° C. for 3 hours
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with water
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-ebd4cf41353b463da36c5bcd7b307108
出典データセット
uspto-grants-1983_01
特許番号
US04367238

反応ノート

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