Dimethylformamide → Methyl 4-[(4-chlorophenyl)sulfanyl]thiophene-3-carboxylate

HRID 1944419ノート

反応式

HRID 1944419 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:10]([C:14]([OH:16])=[O:15])=[CH:11][S:12][CH:13]=2)=[CH:4][CH:3]=1.[C:17](=O)([O-])O.[Na+].IC.CN(C)C=O>O>[CH3:17][O:15][C:14]([C:10]1[C:9]([S:8][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[CH:13][S:12][CH:11]=1)=[O:16]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 516892Sodium BicarbonateHCID 27789464-[(4-Chlorophenyl)sulfanyl]thiophene-3-carboxylic acid

生成物 1

HCID 2778937Methyl 4-[(4-chlorophenyl)sulfanyl]thiophene-3-carboxylate収率 95.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-(4-chlorophenylsulfanyl)thiophene-3-carboxylic acid (1.0 g), sodium hydrogen carbonate (1.6 g), iodomethane (2.3 mL) and N,N-dimethylformamide (10 mL) was stirred was stirred at 40° C. for 5 hours. The mixture was cooled to room temperature, diluted with water (100 mL) and the aqueous phase extracted with ethyl acetate. The combined organic extract was dried over magnesium sulfate and concentrated under reduced pressure to afford the title compound as a yellow oil (1.0 g).

後処理

  1. stirringwas stirred at 40° C. for 5 hours
  2. extractionthe aqueous phase extracted with ethyl acetate
  3. extractionThe combined organic extract
  4. dry with materialwas dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8e29b40dcd244a228ebf2768ae96b247
出典データセット
uspto-grants-2013_03
特許番号
US08394836B2

反応ノート

読み込み中…