Water → 1-(1-Isocyanoethanesulfonyl)-4-methylbenzene

HRID 570820ノート

反応式

HRID 570820 の反応式
[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([S:7]([CH2:10][N+:11]#[C-:12])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:14]I.[OH-].[Na+].O>ClCCl>[C:1]1([CH3:13])[CH:2]=[CH:3][C:4]([S:7]([CH:10]([N+:11]#[C-:12])[CH3:14])(=[O:8])=[O:9])=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 161915Tosylmethyl isocyanide

生成物 1

HCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzene収率 99.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of toluene-4-sulfonylmethylisocyanide (15 g), methyl iodide (109 g) benzyl trimethyl ammonium chloride (3.5 g) in dichloromethane (300 mL) was added 5 mol/L aqueous sodium hydroxide solution (307 mL) under ice cooling, and this mixture was stirred at same temperature for 2 hours. To this reaction mixture was added water and this mixture was extracted with diethyl ether. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (16 g).

後処理

  1. extractionthis mixture was extracted with diethyl ether
  2. washThis organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-9ac30c72c78f4f89b5b995e75e743155
出典データセット
uspto-grants-2015_05
特許番号
US09023882B2

反応ノート

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