4-(4-Iodophenyl)benzonitrile → 4'-Mercaptobiphenyl-4-carbonitrile

HRID 6015

反応式

HRID 6015 の反応式
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C[S-:17].[Na+]>CN(C)P(N(C)C)(N(C)C)=O>[SH:17][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 13930054-(4-Iodophenyl)benzonitrileHCID 4378561Sodium methanethiolate

生成物 1

HCID 147953354'-Mercaptobiphenyl-4-carbonitrile収率 106.6%

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

反応条件

温度
100 °C

実験手順

3.25 g (10.8.10-3 mol) of 4-(4-iodophenyl)benzonitrile are dissolved in 50 ml of hexamethylphosphoramide, and 3.05 g (43.4.10-3 mol) of sodium thiomethylate are then added to the solution. The reaction mixture is heated at 100° C. for 1.5 hours and then, after cooling, hydrolyzed in a 1 N hydrochloric acid/ice mixture. The expected product is extracted with ethyl acetate. The resulting organic phase is washed with water until the pH of the washings is neutral, dried over magnesium sulfate and then evaporated under reduced pressure to give 2.4 g (quantitative yield) of a pale yellow solid.

後処理

  1. extractionThe expected product is extracted with ethyl acetate
  2. washThe resulting organic phase is washed with water until the pH of the washings
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-b40073ab084446aca3ddff0719ca2133
出典データセット
uspto-grants-1993_09
特許番号
US05246961

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