Isopropyl iodide → 2-Bromo-4-(isopropylthio)-1-methylbenzene

HRID 2390160ノート

反応式

HRID 2390160 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([SH:11])[CH:7]=[CH:8][C:9]=1[CH3:10].I[CH:13]([CH3:15])[CH3:14]>CN(C=O)C>[Br:3][C:4]1[CH:5]=[C:6]([S:11][CH:13]([CH3:15])[CH3:14])[CH:7]=[CH:8][C:9]=1[CH3:10]

参加物

5

反応物 3

HCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 127220873-Bromo-4-methylbenzene-1-thiol

生成物 1

HCID 585218832-Bromo-4-(isopropylthio)-1-methylbenzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

A stirred suspension of NaH (40 mg) in anhydrous DMF (5 mL) was treated with a solution of 3-bromo-4-methylbenzenethiol (200 mg) in anhydrous DMF (3 ml). The reaction mixture was stirred for 30 minutes at RT, then 2-iodo propane (0.14 ml) was added to the reaction mixture and the reaction mixture was heated to 55° C. for 3 hours. The reaction mixture was quenched with ice and extracted with diethylether. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography (Silica gel), eluting with hexane, to give the title compounds.

後処理

  1. temperaturethe reaction mixture was heated to 55° C. for 3 hours
  2. customThe reaction mixture was quenched with ice
  3. extractionextracted with diethylether
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by flash chromatography (Silica gel)
  7. washeluting with hexane

出典と根拠

ORDレコード
ord-61052ca71ff2426d89e06eab4b24152d
出典データセット
uspto-grants-2012_09
特許番号
US08273769B2

反応ノート

読み込み中…