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Methyl 4-nitro-5-[(E)-2-phenylethenyl]thiophene-2-carboxylate → methyl 5-phenyl-4H-thieno[3,2-b]pyrrole-2-carboxylate

HRID 505777
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HRID 505777 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[S:7][C:8]=1/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O-])=O>P(OCC)(OCC)OCC>[C:11]1([C:10]2[NH:1][C:4]3[CH:5]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[S:7][C:8]=3[CH:9]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 11514785Methyl 4-nitro-5-[(E)-2-phenylethenyl]thiophene-2-carboxylate

생성물 1

HCID 11492603methyl 5-phenyl-4H-thieno[3,2-b]pyrrole-2-carboxylate수율 32%

시약·촉매·용매 1

HCID 31215Triethyl phosphite용매

실험 절차

A solution (1 M) of methyl 4-nitro-5-[(E)-2-phenylethenyl]thiophene-2-carboxylate in triethyl phosphite was heated to reflux for 28 h. After cooling down a part of the solvent was evaporated under high vacuum (2 mbar, water bath 60° C.) then the residue was purified by flash chromatography on silica gel (1:4 acetone/toluene) to afford the title compound (32%) as a solid.

후처리

  1. temperatureto reflux for 28 h
  2. temperatureAfter cooling down a part of the solvent
  3. customwas evaporated under high vacuum (2 mbar, water bath 60° C.)
  4. customthe residue was purified by flash chromatography on silica gel (1:4 acetone/toluene)

출처 및 근거

ORD 기록
ord-181af2c72d4b4190811eda0deb196a4e
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781431B2

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