4-Chloro-3-methylphenol → 1-Chloro-4-methoxy-2-methylbenzene

HRID 544335

Reaktionsgleichung

Reaktionsgleichung von HRID 544335
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].[C:10](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:10])=[CH:4][C:3]=1[CH3:9]

Komponenten

5

Edukt 3

HCID 17324-Chloro-3-methylphenolHCID 6328Methyl iodideHCID 11430Potassium Carbonate

Produkt 1

HCID 4581561-Chloro-4-methoxy-2-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

4-Chloro-3-methylphenol (28.5 g., 0.2 mole) was dissolved in 400 ml. of acetone. Potassium carbonate (33.1 g., 0.24 mole) and then methyl iodide (34.1 g., 0.24 mole) were added and the mixture stirred for 16 hours at room temperature. The reaction mixture was filtered and the filtrate evaporated to an oil containing solids. This residue was distributed between methylene chloride and water. The organic layer was separated, washed in sequence with two portions of 1N sodium hydroxide, two portions of water and one portion of brine, dried over anhydrous magnesium sulfate and concentrated to yield 4-chloro-3-methylanisole as an oil [24.6 g., 86%, pnmr/CDCl3 /delta. 2.3 (s, 3H), 3.7 (s, 3H) 6.9 (m, 3H)].

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated to an oil
  3. additioncontaining solids
  4. customThe organic layer was separated
  5. washwashed in sequence with two portions of 1N sodium hydroxide, two portions of water and one portion of brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-289984adbf8d495fb4a0e22340a457c2
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04448971

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