Veratrole → HCID 69463159, Verbindung

HRID 347396

Reaktionsgleichung

Reaktionsgleichung von HRID 347396
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH3:10].[C:11]([O:14][CH:15](OC(=O)C)[C:16]([CH3:18])=[CH2:17])(=[O:13])[CH3:12]>[Cl-].[Zn+2].[Cl-]>[C:11]([O:14][CH:15]=[C:16]([CH3:18])[CH2:17][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([O:9][CH3:10])[CH:5]=1)(=[O:13])[CH3:12]

Komponenten

4

Edukt 2

HCID 7043VeratroleHCID 25305Methacrolein diacetate

Produkt 1

HCID 69463159HCID 69463159, VerbindungAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3007855ZincchlorideKatalysator

Reaktionsbedingungen

Temperatur
25.5 °C

Versuchsvorschrift

In an argon gas atmosphere, a four necked flask having a capacity of 100 ml was charged with 69.2 g (500 m moles) of 1,2-dimethoxybenzene and 9.61 g (50 m moles) of 3,3-diacetoxy-2-methylpropene having a purity degree of 89.6% by mass. Then, the resultant mixture was mixed with 1.36 g (10 m moles) of zinc chloride at an internal temperature of 25 to 26° C. The mixture was stirred at an internal temperature of 25 to 26° C. for 1.5 hours to cause the mixed compounds to react with each other. After the reaction was completed, the resultant reaction liquid was washed three times with 50 ml of saturated aqueous sodium chloride solution. The resultant reaction liquid was subjected to a layer separation treatment, the resultant organic layer was collected and subjected to a distillation under reduced pressure (8 to 10 mmHg, 80 to 84° C.), the resultant residue was refined by a chromatography on silica gel using an elusion solvent:hexane/ethyl acetate mixture in a mixing ratio by volume of 10/1. The target 1-acetoxy-2-methyl-3-(3,4-dimethoxyphenyl)propene was obtained in a yield of 95.1% in an amount of 11.9 g in the form of a colorless liquid.

Aufarbeitung

  1. customto react with each other
  2. customthe resultant reaction liquid
  3. washwas washed three times with 50 ml of saturated aqueous sodium chloride solution
  4. customThe resultant reaction liquid
  5. customwas subjected to a layer separation treatment
  6. customthe resultant organic layer was collected
  7. distillationsubjected to a distillation under reduced pressure (8 to 10 mmHg, 80 to 84° C.)

Quellen und Nachweise

ORD-Eintrag
ord-7b2c9bc7e1cc44589c1375ebe26da0ff
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07173148B2

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