Sodium Carbonate → 2-(2-Thienyl)thiazole

HRID 1625913ノート

反応式

HRID 1625913 の反応式
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1B(O)O.C(=O)([O-])[O-].[Na+].[Na+]>C(COC)OC.C(OCC)(=O)C>[S:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:2]1[S:3][CH:4]=[CH:5][N:6]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 764302-BromothiazoleHCID 27339602-Thiopheneboronic acid

生成物 1

HCID 5475102-(2-Thienyl)thiazole収率 64.5%

試薬・触媒・溶媒 2

HCID 80711,2-Dimethoxyethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2-Bromothiazole (15.0 g) and 2-thiopheneboronic acid (14.0 g) were dissolved in dimethoxyethane (150 ml). To the mixture was added bis(triphenyl)phosphine palladium(II)dichloride (3.2 g) and 2M sodium carbonate (137 ml), and the mixture was refluxed under argon atmosphere for 2 hours. The mixture was cooled to room temperature, and the reaction solution was diluted with ethyl acetate, and washed with water. The organic layer was collected, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=96:4) to give 2-(2-thienyl)thiazole (9.87 g) as oil. APCI-Mass m/z 168 (M+H)

後処理

  1. temperaturethe mixture was refluxed under argon atmosphere for 2 hours
  2. washwashed with water
  3. customThe organic layer was collected
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=96:4)

出典と根拠

ORDレコード
ord-02ac42cd92ec4fcdba6c346cd1381a01
出典データセット
uspto-grants-2014_07
特許番号
US08785403B2

反応ノート

読み込み中…