Toluene → HCID 86682043, 화합물

HRID 1749917노트

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HRID 1749917 반응식
[OH:1][C:2]1[C:3]([C:11](=[O:13])[CH3:12])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.C1N2CN3CN(C2)CN1C3.C1(C)C=CC=CC=1.FC(F)(F)[C:33](O)=[O:34]>>[C:11]([C:3]1[C:2]([OH:1])=[C:10]([CH:33]=[O:34])[C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1)(=[O:13])[CH3:12]

참가 물질

5

반응물 4

HCID 1140TolueneHCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 11745219Ethanone, 1-(6-hydroxy-1,3-benzodioxol-5-yl)-

생성물 1

HCID 86682043HCID 86682043, 화합물수율 6%

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온도
40 °C

실험 절차

A solution of 1-(6-hydroxybenzo[d][1,3]dioxol-5-yl)ethanone (1.5 g, 8.3 mmol) in trifluoroacetic acid (15 mL) was added with hexamethylenetetramine (1.7 g, 13 mmol), and the mixture was stirred at 40° C. for 12 hours. The reaction mixture was added with toluene, and then the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate, and the solution was successively washed with water, saturated aqueous sodium hydrogencarbonate, and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, the solvent was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (100:0→97:3)) to obtain 6-acetyl-5-hydroxybenzo[d][1,3]dioxole-4-carboxaldehyde (0.11 g, 6%).

후처리

  1. customthe solvent was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washthe solution was successively washed with water, saturated aqueous sodium hydrogencarbonate, and saturated brine
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationthe solvent was concentrated under reduced pressure
  6. washthe residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (100:0→97:3))

출처 및 근거

ORD 기록
ord-9647e6fd72d845158127a8283fe767d1
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156827B2

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