Sodium Carbonate → 2-(2-Thienyl)thiazole

HRID 1625913노트

반응식

HRID 1625913 반응식
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

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 764302-BromothiazoleHCID 27339602-Thiopheneboronic acid

생성물 1

HCID 5475102-(2-Thienyl)thiazole수율 64.5%

시약·촉매·용매 2

HCID 80711,2-Dimethoxyethane용매HCID 8857Ethyl Acetate용매

실험 절차

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)

후처리

  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)

출처 및 근거

ORD 기록
ord-02ac42cd92ec4fcdba6c346cd1381a01
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785403B2

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