StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

1,1-Dibromoethane → 2-Hydroxy-2-adamantylethyl Vinyl Ether

HRID 22623
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 22623
[Mg].BrC(Br)C.[CH:6]([O:8][CH2:9][CH2:10]CCl)=[CH2:7].[CH:13]12[CH2:22][CH:17]3[CH2:18][CH:19]([CH2:21][CH:15]([CH2:16]3)[C:14]1=[O:23])[CH2:20]2>O.OS(O)(=O)=O.C1COCC1>[CH:6]([O:8][CH2:9][CH2:10][C:14]1([OH:23])[CH:15]2[CH2:21][CH:19]3[CH2:18][CH:17]([CH2:22][CH:13]1[CH2:20]3)[CH2:16]2)=[CH2:7]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 112011,1-DibromoethaneHCID 64151AdamantanoneHCID 5462224MagnesiumHCID 221862153-Chloropropyl vinyl ether

Produkt 1

HCID 865900622-Hydroxy-2-adamantylethyl Vinyl Ether

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittel
HCID 1118
Sulfuric Acid
Lösungsmittel
HCID 8028TetrahydrofuranLösungsmittel4×

Versuchsvorschrift

(Step-2) Magnesium metal(2.6 g) and anhydrous tetrahydrofuran (hereinafter referred to as THF(100 mL)) were added to a round bottom flask. Next, after dripping a small quantity of dibromoethane into the round bottom flask containing the resulting mixture to promote the reaction, 3-chloropropyl vinyl ether (12 g, 0.1 mol) and anhydrous THF(100 mL) were added drop-wise thereto. Then, the mixture was reacted for 2 hours. After dripping an adequate quantity of THF containing 2-adamantanone (15 g, 0.1 mol) in the mixture, the resulting mixture was refluxed for 12 hours. After the reaction was completed, the reaction mixture was slowly dissolved in excessive water and neutralized with thin H2SO4 solution. Then, the organic layer was extracted from the reaction solution using an adequate quantity of diethyl ether and then dried with anhydrous sodium sulfate. Next, after evaporating the solvent to obtain an oily residue using a rotary evaporator, the product was separated using a column chromatography method (hexane:ethyl acetate=3:1). (Yield: 60%)

Aufarbeitung

  1. additionwere added to a round bottom flask
  2. additioncontaining the resulting mixture
  3. additionwere added drop-wise
  4. customThen, the mixture was reacted for 2 hours
  5. temperaturethe resulting mixture was refluxed for 12 hours
  6. extractionThen, the organic layer was extracted from the reaction solution
  7. dry with materialdried with anhydrous sodium sulfate
  8. customNext, after evaporating the solvent
  9. customto obtain an oily residue
  10. customa rotary evaporator
  11. customthe product was separated

Quellen und Nachweise

ORD-Eintrag
ord-8ba09fd2cc7646759768ea7fc99b2cf3
Quelldatensatz
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06849378B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion