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

Hydrochloric Acid → HCID 178450140, Verbindung

HRID 1906350
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1906350
[Cl-].[Cl-].[Cl-].[Al+3].[OH:5][C:6]1[CH2:11][CH:10]([C:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[CH:14][C:13]=2[CH3:20])[CH2:9][C:8](=[O:21])[C:7]=1[C:22](=[O:25])[CH2:23][CH3:24].[C:26](Cl)(=[O:30])/[CH:27]=[CH:28]/[CH3:29].Cl>ClCCl>[OH:21][C:8]1[CH2:9][CH:10]([C:12]2[C:17]([CH3:18])=[CH:16][C:15]([CH3:19])=[C:14]([C:26](=[O:30])/[CH:27]=[CH:28]/[CH3:29])[C:13]=2[CH3:20])[CH2:11][C:6](=[O:5])[C:7]=1[C:22](=[O:25])[CH2:23][CH3:24]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 643131trans-Crotonyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 178458835HCID 178458835, Verbindung

Produkt 1

HCID 178450140HCID 178450140, VerbindungAusbeute 115,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a suspension of aluminum trichloride (4.0 g, 0.03 mole) in dichloromethane (20 ml) at 0° C. was added 3-hydroxy-5-mesityl-2-propionylcyclohex-2-en-1-one (2.9, 0.01 mole) in dichloromethane (10 ml). The mixture was stirred at 0° C. for five minutes and then crotonyl chloride (1.1 g, 0.01 mole) was added. Stirring was continued at 0° C. for 30 minutes and then at 20° C. for 3 hours. The brown solution was poured into cold dilute hydrochloric acid (2M, 200 ml) and shaken occasionally as it was allowed to warm to room temperature. The organic phase was separated and the aqueous phase was shaken with chloroform (2×100 ml). The combined organic extracts were dried over magnesium sulphate and evaporated to give 3-hydroxy-5-(3-crotonyl-2,4,6-trimethylphenyl)-2-propionylcyclohex-2-en-1-one (4.1 g, 83%) as a pale brown oil. Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 1.16 (3H, t); 1.93 (3H, d, J=7 Hz); 2.07 (3H, s); 2.17 (3H, s); 2.38 (3H, s); 2.2-4.0 (7H, m); 6.1-6.8 (2H, m); 6.86 (1H, s); 18.20 (1H, s).

Aufarbeitung

  1. stirringStirring
  2. waitwas continued at 0° C. for 30 minutes
  3. waitat 20° C. for 3 hours
  4. stirringshaken occasionally as it
  5. temperatureto warm to room temperature
  6. customThe organic phase was separated
  7. stirringthe aqueous phase was shaken with chloroform (2×100 ml)
  8. dry with materialThe combined organic extracts were dried over magnesium sulphate
  9. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6a8917a427034c9b8cd43d83fd5c485b
Quelldatensatz
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04652303

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion