Methane, dichloromethoxy- → HCID 12629035, Verbindung

HRID 1743382Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1743382
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([CH3:11])[C:4]=1[CH3:12].[CH3:13][O:14]C(Cl)Cl>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[CH3:10][O:9][C:6]1[C:5]([CH3:11])=[C:4]([CH3:12])[C:3]([O:2][CH3:1])=[CH:8][C:7]=1[CH:13]=[O:14]

Komponenten

5

Edukt 2

HCID 21004Methane, dichloromethoxy-HCID 148299Benzene, 1,4-dimethoxy-2,3-dimethyl-

Produkt 1

HCID 12629035HCID 12629035, VerbindungAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24193Titanium TetrachlorideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1,4-dimethoxy-2,3-dimethylbenzene (100 g, 0.60 mol) and dichloromethyl methyl ether (65 mL, 0.72 mol) in dichloromethane (400 mL) was added dropwise titanium tetrachloride (IV)(100 mL, 0.91 mol) over 30 minutes under ice-cooling, and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was poured into ice (1 kg), the organic layer was separated, and the aqueous layer was extracted twice with dichloromethane. The combined organic layers were washes with water and saturated brine, passed through sodium sulfate-silica gel, dried (eluted with hexane-ethyl acetate 5:1) and concentrated under reduced pressure. The residue was recrystallized from hexane to obtain 107 g of the title compound.

Aufarbeitung

  1. temperaturecooling
  2. customthe organic layer was separated
  3. extractionthe aqueous layer was extracted twice with dichloromethane
  4. customdried
  5. wash(eluted with hexane-ethyl acetate 5:1)
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-d8753d3c3fb2443b9f7096f86d374306
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07008940B1

Notizen zur Reaktion

Wird geladen…