1,4-Dimethoxybenzene → 1-Acetoxy-2-methyl-3-(2,5-dimethoxyphenyl)propene

HRID 347395

반응식

HRID 347395 반응식
C(O[CH:5]([O:9][C:10](=[O:12])[CH3:11])[C:6]([CH3:8])=[CH2:7])(=O)C.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[CH:17][CH:16]=1>C(OCC)(=O)C>[C:10]([O:9][CH:5]=[C:6]([CH3:7])[CH2:8][C:21]1[CH:22]=[C:15]([O:14][CH3:13])[CH:16]=[CH:17][C:18]=1[O:19][CH3:20])(=[O:12])[CH3:11]

참가 물질

4

반응물 2

HCID 90161,4-DimethoxybenzeneHCID 25305Methacrolein diacetate

생성물 1

HCID 694653861-Acetoxy-2-methyl-3-(2,5-dimethoxyphenyl)propene수율 77.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
53.5 °C

실험 절차

In an argon gas atmosphere, a three necked flask having a capacity of 25 ml was charged with 1.92 g (10 m moles) of 3,3-diacetoxy-2-methylpropene having a purity degree of 89.6% by mass and 13.82 g (100 m moles) of hydroquinone dimethylether. Then, the resultant mixture was mixed with 0.14 g (1 m mole) of boron trifluoride-diethyl ether complex at an internal temperature of 54° C. over a time of one minute. The mixture was stirred at an internal temperature of 53 to 54° C. for one hour to cause the mixed compounds to react with each other. After the reaction was completed, the resultant reaction liquid was mixed with 150 ml of ethyl acetate and washed two times 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 distilled 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 ratio by volume of 10/1. As a colorless liquid fraction, the target 1-acetoxy-2-methyl-3-(2,5-dimethoxyphenyl)propene was obtained in a yield of 77.4% in an amount of 1.94 g in the form of a colorless solid.

후처리

  1. customto react with each other
  2. customthe resultant reaction liquid
  3. washwashed two times with 20 ml of saturated aqueous sodium chloride solution
  4. customThe resultant reaction liquid
  5. customwas subjected to a layer separation treatment
  6. distillationthe resultant organic layer was distilled under reduced pressure (20 mmHg, 55 to 57° C.)

출처 및 근거

ORD 기록
ord-c6025d56d0444595a1677ec7688d7cfa
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173148B2

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