Anisole → 1-Acetoxy-2-methyl-3-(4-methoxyphenyl)propene

HRID 347394

反応式

HRID 347394 の反応式
C(O[CH:5]([O:9][C:10](=[O:12])[CH3:11])[C:6]([CH3:8])=[CH2:7])(=O)C.[C:13]1([O:19][CH3:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C=CC>>[C:10]([O:9][CH:5]=[C:6]([CH3:7])[CH2:8][C:16]1[CH:17]=[CH:18][C:13]([O:19][CH3:20])=[CH:14][CH:15]=1)(=[O:12])[CH3:11]

参加物

4

反応物 3

HCID 7519Anisole2 回HCID 8252PropyleneHCID 25305Methacrolein diacetate

生成物 1

HCID 694636701-Acetoxy-2-methyl-3-(4-methoxyphenyl)propene収率 93.4%

反応条件

温度
24.5 °C

実験手順

In an argon gas atmosphere, a four necked flask having a capacity of 200 ml was charged with 19.22 g (100 m moles) of 3,3-diacetoxy-2-methylpropene having a purity degree of 89.6% by mass and 108.14 g (1.0 mole) of anisol. Then, the resultant mixture was mixed with 1.42 g (10 m moles) of boron trifluoride-diethylether complex at an internal temperature of 24° C. for 2 minutes. The mixture was stirred at an internal temperature of 24 to 25° C. for one hour to cause the mixed propene compound and anisol to react with each other. After the reaction was completed, the resultant reaction liquid was washed two times with 20 ml of water and further with 20 ml of saturated aqueous sodium chloride solution. The resultant reaction liquid was subjected to a layer separation treatment, the resultant organic layer was removed by a distillation under reduced pressure (20 mmHg, 55 to 57° C.), the resultant residue was refined by a chromatography on silica gel using an eluting solvent:hexane/ethyl acetate mixture in a mixing volume ratio: 10/1. As a colorless liquid fraction, the target 1-acetoxy-2-methyl-3-(4-methoxyphenyl)propene was obtained in a yield of 93.4% in an amount of 20.58 g.

後処理

  1. customto react with each other
  2. customthe resultant reaction liquid
  3. washwas washed two times with 20 ml of water
  4. customThe resultant reaction liquid
  5. customwas subjected to a layer separation treatment
  6. customthe resultant organic layer was removed by a distillation under reduced pressure (20 mmHg, 55 to 57° C.)

出典と根拠

ORDレコード
ord-5bfacbba329a4955adf25d6b285da7ce
出典データセット
uspto-grants-2007_02
特許番号
US07173148B2

関連ノート

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