1-Propanol → 4-Ethenylphenyl-di-n-propoxymethane

HRID 327753

反応式

HRID 327753 の反応式
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1)=[CH2:2].[CH2:11]([OH:14])[CH2:12][CH3:13].[C:15]1(C)[CH:20]=CC(S(O)(=O)=O)=C[CH:16]=1.[OH-].[Na+]>C1C=CC=CC=1.CCOCC.O>[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]([O:14][CH2:11][CH2:12][CH3:13])[O:8][CH2:16][CH2:15][CH3:20])=[CH:5][CH:4]=1)=[CH2:2]

参加物

8

反応物 4

HCID 10311-PropanolHCID 6101p-Toluenesulfonic acidHCID 14798Sodium HydroxideHCID 393894-Vinylbenzaldehyde

生成物 1

HCID 197335634-Ethenylphenyl-di-n-propoxymethane

試薬・触媒・溶媒 3

HCID 241Benzene溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

In a 100 ml 3-necked round-bottomed flask, 6.8 g (51.5 mmol) of 4-vinylbenzaldehyde, 12.4 g (205.8 mmol) of n-propanol and 0.1 g (0.5 mmol) of p-toluenesulfonic acid are dissolved in 45 ml of benzene. The solution is refluxed for 22 hours using a water separator and then ether is added thereto. The mixture is subsequently neutralised with 0.1N sodium hydroxide solution. The organic phase is then washed three times with water, dried over magnesium sulfate and concentrated. The resulting oil can be purified by column chromatography (stationary phase silica gel, mobile phase hexane/ether 5/4) to yield 2.54 g (10.8 mmol, 21% of the theoretical yield) of the desired substance in the form of a clear oil.

後処理

  1. temperatureThe solution is refluxed for 22 hours
  2. washThe organic phase is then washed three times with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customThe resulting oil can be purified by column chromatography (stationary phase silica gel, mobile phase hexane/ether 5/4)
  6. customto yield 2.54 g (10.8 mmol, 21% of the
  7. customtheoretical yield) of the desired substance in the form of a clear oil

出典と根拠

ORDレコード
ord-ae10a3d48b63427d8c466b82ddd5b310
出典データセット
uspto-grants-1993_12
特許番号
US05274060

関連ノート

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