Water → 1-Bromo-3-cyclopropylthiobenzene

HRID 70580

反応式

HRID 70580 の反応式
[CH3:1][C:2]([CH3:5])([O-])C.[K+].C1(Br)CC1.[Br:11][C:12]1[CH:13]=[C:14]([SH:18])[CH:15]=[CH:16][CH:17]=1.O>CS(C)=O>[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([S:18][CH:5]2[CH2:2][CH2:1]2)[CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 78037BromocyclopropaneHCID 80597m-BromobenzenethiolHCID 23665647Potassium tert-butoxide

生成物 1

HCID 532169791-Bromo-3-cyclopropylthiobenzene収率 23%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
80 °C

実験手順

Potassium t-butoxide (4 g) and cyclopropyl bromide (7.6 mL) were added to a solution of 3-bromothiophenol (6 g) in dimethyl sulfoxide (30 mL), and the mixture was stirred at 80° C. for five hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over sodium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a light yellow oil (1.6 g, 23%).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was sequentially washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customafter which the solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3)

出典と根拠

ORDレコード
ord-a19d8c44d44b4ffb8dec7cb54f0906e5
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

関連ノート

読み込み中…