4-Chloro-3-methylphenol → 4-(2-Bromoethoxy)-1-chloro-2-methylbenzene

HRID 1288228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288228
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH3:9].[Br:10][CH2:11][CH2:12]Br.[OH-].[Na+]>O>[Br:10][CH2:11][CH2:12][O:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([CH3:9])[CH:4]=1

Komponenten

5

Edukt 3

HCID 17324-Chloro-3-methylphenolHCID 78391,2-DibromoethaneHCID 14798Sodium Hydroxide

Produkt 1

HCID 150906404-(2-Bromoethoxy)-1-chloro-2-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A mixture of 4-chloro-3-methylphenol (100 g.) and 1,2-dibromoethane (158.2 g.) in water (160 ml.) was stirred and heated to reflux during the slow dropwise addition of a solution of sodium hydroxide (30.8 g.) in water (140 ml.). Stirring and heating were continued for a total of 6 hours and the mixture was cooled and extracted exhaustively with ether. The ethereal extract was washed exhaustively with 5N-sodium hydroxide, dried over potassium carbonate, filtered and evaporated. The residual oil was distilled under reduced pressure to give 1-bromo-2-(4-chloro-3-methylphenoxy)ethane, b.p. 106°-112° 10.65 mm.

Aufarbeitung

  1. temperatureheated
  2. stirringStirring
  3. temperatureheating
  4. customwere continued for a total of 6 hours
  5. temperaturethe mixture was cooled
  6. extractionextracted exhaustively with ether
  7. extractionThe ethereal extract
  8. washwas washed exhaustively with 5N-sodium hydroxide
  9. dry with materialdried over potassium carbonate
  10. filtrationfiltered
  11. customevaporated
  12. distillationThe residual oil was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-df614be11590473facdc8762c461265c
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987158

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