4-Fluoro-3-methylbenzonitrile → 3-Methyl-4-(methylsulfanyl)benzonitrile

HRID 527372ノート

反応式

HRID 527372 の反応式
[CH3:1][S-:2].[Na+].F[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][C:6]=1[CH3:13]>CN(C=O)C>[CH3:13][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:5]=1[S:2][CH3:1])[C:9]#[N:10]

参加物

4

反応物 2

HCID 27791804-Fluoro-3-methylbenzonitrileHCID 4378561Sodium methanethiolate

生成物 1

HCID 578566063-Methyl-4-(methylsulfanyl)benzonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Sodium methanethiolate (1.60 g, 22.8 mmol) is added to a solution of 4-fluoro-3-methyl-benzonitrile (2.50 g, 18.5 mmol) in DMF, and the mixture is heated at 80° C. for 15 min. All volatiles are evaporated, and the residue is treated with water. The mixture is extracted with ethyl acetate twice, and the organic layer is dried over Na2SO4 and concentrated. Yield: 3.0 g (99% of theory); ESI mass spectrum: [M+H]+=164; r.t. HPLC: 0.61 min (X011_S03).

後処理

  1. customAll volatiles are evaporated
  2. additionthe residue is treated with water
  3. extractionThe mixture is extracted with ethyl acetate twice
  4. dry with materialthe organic layer is dried over Na2SO4
  5. concentrationconcentrated
  6. customr.t
  7. custom0.61 min (X011_S03)

出典と根拠

ORDレコード
ord-7407de6ace15485596ad83621c5bd3c0
出典データセット
uspto-grants-2016_05
特許番号
US09346794B1

反応ノート

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