2-Bromoethanol → HCID 178447913, Verbindung

HRID 1906700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1906700
Br[CH2:2][CH2:3][OH:4].[CH2:5]([C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)[CH2:6][CH3:7].[OH-].[K+]>C(O)C.O>[OH:4][CH2:3][CH2:2][O:20][C:17]1[CH:18]=[CH:19][C:14]([C@H:11]2[CH2:10][CH2:9][C@H:8]([CH2:5][CH2:6][CH3:7])[CH2:13][CH2:12]2)=[CH:15][CH:16]=1

Komponenten

6

Edukt 3

HCID 108982-BromoethanolHCID 14797Potassium HydroxideHCID 178447901HCID 178447901, Verbindung

Produkt 1

HCID 178447913HCID 178447913, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

2-Bromo-1-ethanol (5.0 g, 0.04 mol) and 4-(trans-4-propylcyclohexyl)phenol (4.4 g, 0.02 mol) were dissolved in ethanol (300 ml) and agitated at room temperature. To this solution was gradually dropwise added a solution of KOH (10 g) in water (20 ml), over 30 minutes, followed by stirring for 40 hours, distilling off about 200 ml of ethanol under reduced pressure, adding water (500 ml) to deposit solids, separating the solids from liquid, dissolving them in toluene (100 ml), filtering off insoluble matter, washing the toluene solution twice with 2N-NaOH, then three times with water, drying over anhydrous sodium sulfate, distilling off toluene and recrystallizing the resulting crystals from n-heptane to obtain the objective 1-(2-hydroxyethoxy)-4-(trans-4-propylcyclohexyl)benzene. Yield: 1.8 g (34%). C-S: 71.5° C. S-I: 81.4° C.

Aufarbeitung

  1. stirringby stirring for 40 hours
  2. distillationdistilling off about 200 ml of ethanol under reduced pressure
  3. additionadding water (500 ml)
  4. customseparating the solids from liquid
  5. dissolutiondissolving them in toluene (100 ml)
  6. filtrationfiltering off insoluble matter
  7. washwashing the toluene solution twice with 2N-NaOH
  8. dry with materialthree times with water, drying over anhydrous sodium sulfate
  9. distillationdistilling off toluene
  10. customrecrystallizing the resulting crystals from n-heptane

Quellen und Nachweise

ORD-Eintrag
ord-8e6247b16a9344a5b96bb43515c9a419
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04654162

Notizen zur Reaktion

Wird geladen…