2,3-Dihydro-thieno(3,4-b)(1,4)dioxin-5,7-dicarboxylic acid → 3,4-Ethylenedioxythiophene

HRID 1270686

반응식

HRID 1270686 반응식
[CH2:1]1[CH2:9][O:8][C:7]2[C:3](=[C:4](C(O)=O)[S:5][C:6]=2C(O)=O)[O:2]1>[Cu].CS(C)=O>[CH2:1]1[CH2:9][O:8][C:7]2[C:3](=[CH:4][S:5][CH:6]=2)[O:2]1

참가 물질

4

반응물 1

HCID 7288412,3-Dihydro-thieno(3,4-b)(1,4)dioxin-5,7-dicarboxylic acid

생성물 1

HCID 44218643,4-Ethylenedioxythiophene수율 99.6%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 679Dimethyl Sulfoxide용매

실험 절차

3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid (460 g) and a copper powder (46 g) were added to DMSO (1200 g) at room temperature. The reaction mixture was stirred under an oxygen atmosphere for 30 minutes at room temperature and then heated at 120° C. for 6 hours. The reaction mixture was then poured into ice water (1200 mL), and the crude product was extracted with ethyl acetate. After drying over anhydrous sodium sulfate, the solvent was removed by evaporation. The residue was vacuum-distilled at 30 mmHg to give 283 g of 3,4-ethylenedioxythiophene at high purity (99.7% or higher). The purity was confirmed by gas chromatographic analysis (compared to decane as an internal standard). The chemical structure was confirmed by mass analysis and 1H-NMR.

후처리

  1. temperatureheated at 120° C. for 6 hours
  2. extractionthe crude product was extracted with ethyl acetate
  3. dry with materialAfter drying over anhydrous sodium sulfate
  4. customthe solvent was removed by evaporation
  5. distillationThe residue was vacuum-distilled at 30 mmHg

출처 및 근거

ORD 기록
ord-707af3abf38d4a588f22f0ea49e65955
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202369B2

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