4-Chlorophenol → Benzene, 1-chloro-4-ethoxy-

HRID 544327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 544327
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH2:9](I)[CH3:10].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:9]([O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH3:10]

Komponenten

5

Edukt 3

HCID 46844-ChlorophenolHCID 6340IodoethaneHCID 11430Potassium Carbonate

Produkt 1

HCID 69326Benzene, 1-chloro-4-ethoxy-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

p-Chlorophenol (10 g., 0.077 mole), ethyl iodide (13.1 g., 0.084 mole) and anhydrous potassium carbonate (10.6 g., 0.077 mole) were combined in 130 ml. of acetone and the stirred mixture heated to reflux for 16 hours. The reaction mixture was filtered and the filtrate evaporated to dryness. The residue was taken up in 300 ml. of chloroform, washed in sequence with two 120 ml. portions of lN sodium hydroxide, 50 ml. of brine and 50 ml. of water, dried over anhydrous magnesium sulfate, filtered and evaporated to yield 4-ethoxyphenyl chloride as an oil [10.5 g.; pnmr/CDCl3 /delta 1.4 (t, 3H), 4.0 (q, 2H), 6.6-7.3 (m, 4H)].

Aufarbeitung

  1. temperatureto reflux for 16 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe filtrate evaporated to dryness
  4. washof chloroform, washed in sequence with two 120 ml
  5. dry with materialof water, dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f999098865e64c448c29ac46458c022d
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04448971

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