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Toluene → 1-Chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzene

HRID 1257985
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1257985
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[C:4](Cl)[C:3]=1[CH3:13].C1(C)C=CC=CC=1.[OH-].[Na+].[CH3:23][O:24][CH2:25][CH2:26][OH:27]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[C:4]([O:27][CH2:26][CH2:25][O:24][CH3:23])[C:3]=1[CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 1140TolueneHCID 80192-MethoxyethanolHCID 14798Sodium HydroxideHCID 672491791,3-Dichloro-2-methyl-4-(methylsulfonyl)benzene

Produkt 1

HCID 668856991-Chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzeneAusbeute 81,2 %

Versuchsvorschrift

1,3-Dichloro-2-methyl-4-(methylsulfonyl)benzene (13.1 g) and toluene (40 mL) were mixed, and 2-methoxyethanol (4.49 g) and sodium hydroxide (4.55 g) were added, followed by heating and refluxing for 3 hours. After completion of the reaction, the mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. To the obtained residue, a mixed solvent of methanol (12 mL) and water (48 mL) was added, followed by stirring for a while. Then, the formed solid was collected by filtration, further washed with water and dried to obtain 1-chloro-3-(2-methoxyethoxy)-2-methyl-4-(methylsulfonyl)benzene (12.4 g) as slightly yellow solid.

Aufarbeitung

  1. temperatureby heating
  2. temperaturerefluxing for 3 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionTo the obtained residue, a mixed solvent of methanol (12 mL) and water (48 mL) was added
  6. filtrationThen, the formed solid was collected by filtration
  7. washfurther washed with water
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a2cd616ffb7741e5906d1d36092e2778
Quelldatensatz
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08466089B2

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