Water → 4-Chloro-2-fluoro-5-methoxybenzyl chloride

HRID 1003989

Reaktionsgleichung

Reaktionsgleichung von HRID 1003989
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10].CO[CH2:13][Cl:14].O>ClCCl.[Ti](Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[C:3]([O:9][CH3:10])=[CH:4][C:5]([CH2:13][Cl:14])=[C:6]([F:8])[CH:7]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 27735802-Chloro-4-fluoroanisole

Produkt 1

HCID 184083444-Chloro-2-fluoro-5-methoxybenzyl chlorideAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 24193Titanium TetrachlorideLösungsmittel

Versuchsvorschrift

17.6 g (0.11 mol) of 2-chloro-4-fluoroanisole was dissolved in a dichloromethane solution of 1N titanium tetrachloride, and 88.3 g (1.10 mol) of methoxymethyl chloride was dropwise added thereto at room temperature, followed by stirring at room temperature for 5 hours. after completion of the reaction, the reaction solution was poured into water, followed by stirring at room temperature for 2 hours, and then the aqueous phase was removed. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off. Then, the obtained residue was purified by silica gel column chromatography to obtain 15.5 g (yield: 68%) of the desired product.

Aufarbeitung

  1. additionwas dropwise added
  2. customat room temperature
  3. customafter completion of the reaction
  4. stirringby stirring at room temperature for 2 hours
  5. customthe aqueous phase was removed
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThen, the obtained residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f6c72ed51d9745e391b1b72d0d459a90
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048823

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