Toluene → HCID 86682043、化合物

HRID 1749917ノート

反応式

HRID 1749917 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

HCID 86682043HCID 86682043、化合物収率 6%

反応条件

温度
40 °C

実験手順

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%).

後処理

  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))

出典と根拠

ORDレコード
ord-9647e6fd72d845158127a8283fe767d1
出典データセット
uspto-grants-2015_10
特許番号
US09156827B2

反応ノート

読み込み中…