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Pyridinium chloride → 4-(5-Hydroxy-benzofuran-2-yl)-benzoic acid

HRID 1794542
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HRID 1794542 반응식
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][C:13]=3[CH:14]=2)=[CH:6][CH:5]=1.Cl.N1C=CC=CC=1>O>[OH:19][C:16]1[CH:17]=[CH:18][C:12]2[O:11][C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:21])=[O:2])=[CH:5][CH:6]=3)=[CH:14][C:13]=2[CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10176127Pyridinium chlorideHCID 10236364HCID 10236364, 화합물

생성물 1

HCID 101492294-(5-Hydroxy-benzofuran-2-yl)-benzoic acid수율 47%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
200 °C

실험 절차

A mixture of 4-(5-Methoxy-benzofuran-2-yl)-benzoic acid methyl ester (0.5 g, 1.8 mmol) and Pyridine HCl (5 g) was heated to 200° C. After 2 hr, the reaction was cooled and poured into water and extracted with EtOAc. The EtOAc layer was dried over MgSO4, concentrated and the product was purified by column chromatography on silica gel (75% EtOAc/hex) to give a solid (0.21 g, 47%): 1H NMR (DMSO-d6) δ 13.07 (br s, 1 H), 9.29 (br s, 1 H), 8.02 (d, 2 H, J=8.1 Hz), 7.97 (d, 2 H, J=8.7 Hz), 7.46 (m, 2 H), 6.97 (d, 1 H, J=2.9 Hz), 6.79 (dd, 1 H, J=9.3 Hz, 2.9 Hz); MS 253 (M−H)−

후처리

  1. temperaturethe reaction was cooled
  2. extractionextracted with EtOAc
  3. dry with materialThe EtOAc layer was dried over MgSO4
  4. concentrationconcentrated
  5. customthe product was purified by column chromatography on silica gel (75% EtOAc/hex)

출처 및 근거

ORD 기록
ord-c8260470879d4fa987f88f9cf2ce0088
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07022733B2

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