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

(2-(4-Bromophenoxy)ethyl)dimethylamine → alpha-Ethyl-alpha-(3-chlorophenyl)-4-[2-(dimethylamino)-ethoxy]-benzylalcohol

HRID 236562
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 236562
[Mg].[CH3:2][N:3]([CH3:14])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10](Br)=[CH:9][CH:8]=1.[Cl:15][C:16]1[CH:17]=[C:18]([C:22](=[O:25])[CH2:23][CH3:24])[CH:19]=[CH:20][CH:21]=1>O1CCCC1>[CH2:23]([C:22]([OH:25])([C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([Cl:15])[CH:17]=1)[C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][CH2:4][N:3]([CH3:14])[CH3:2])=[CH:8][CH:9]=1)[CH3:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 213877(2-(4-Bromophenoxy)ethyl)dimethylamineHCID 5871283'-ChloropropiophenoneHCID 5462224Magnesium

Produkt 1

HCID 20216187alpha-Ethyl-alpha-(3-chlorophenyl)-4-[2-(dimethylamino)-ethoxy]-benzylalcohol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a Grignard reactant prepared from 2.2 g. of magnesium turnings and 23.4 g. of 4-[2-(dimethylamino)-ethoxy]-bromobenzene in 100 ml. of dry tetrahydrofurane a solution of 10 g. of m-chloro-propiophenone in 30 ml. of tetrahydrofurane is added dropwise, at 20° C. The reaction mixture is stirred at room temperature for another two hours, cooled, and filtered onto a 20% aqueous ammonium chloride solution. Tetrahydrofurane is distilled off in vacuo. The residue is extracted with ether, the ethereal phase is washed with water, dried over anhydrous magnesium sulfate, filtered, and ether is distilled off. Crystallization of the residue from a mixture of n-hexane and ethyl acetate yields 14.2 g. of the named compound, melting at 108° to 109° C.

Aufarbeitung

  1. temperaturecooled
  2. filtrationfiltered onto a 20% aqueous ammonium chloride solution
  3. distillationTetrahydrofurane is distilled off in vacuo
  4. extractionThe residue is extracted with ether
  5. washthe ethereal phase is washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. distillationether is distilled off
  9. customCrystallization of the residue
  10. additionfrom a mixture of n-hexane and ethyl acetate
  11. customyields 14.2 g

Quellen und Nachweise

ORD-Eintrag
ord-f166782117584096ac805d8aeac5b5c5
Quelldatensatz
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04645774

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion