Diethylamine → (E)-4-(4-Chlorophenyl)-N,N-diethyl-2-buten-1-amine

HRID 464025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 464025
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]/[CH:14]=[CH:15]/[CH2:16]Cl)=[CH:9][CH:8]=1.ClC1C=CC(CC(Cl)C=C)=CC=1>Cl>[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13]/[CH:14]=[CH:15]/[CH2:16][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[CH:9][CH:8]=1

Komponenten

5

Edukt 3

HCID 8021DiethylamineHCID 12616294(E)-1-chloro-4-(4-chloro-2-butenyl)benzeneHCID 136602341-Chloro-4-(2-chloro-3-butenyl)benzene

Produkt 1

HCID 20263609(E)-4-(4-Chlorophenyl)-N,N-diethyl-2-buten-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

Add 30 ml diethylamine to 10.0 g (0.05 mole) of a 7:3 mixture of (E)-1-chloro-4-(4-chloro-2-butenyl)benzene and 1-chloro-4-(2-chloro-3-butenyl)benzene and stir at room temperature overnight. Dissolve reaction mixture in 100 ml 1N HCl and wash with 50 ml ethyl acetate. Extract ethyl acetate layer with 50 ml 1N HCl. Combine aqueous layers and add cold 4N NaOH until solution has pH=9. Extract aqueous phase with 5×60 ml Et2O. Dry ethereal extracts over Na2SO4 and then filter. Evaporate solvent to provide the title compound.

Aufarbeitung

  1. dissolutionDissolve
  2. washwash with 50 ml ethyl acetate
  3. additionCombine aqueous layers and add cold 4N NaOH until solution
  4. dry with materialDry ethereal extracts over Na2SO4
  5. filtrationfilter

Quellen und Nachweise

ORD-Eintrag
ord-24b85db2c74244f8ac520934d23f4f98
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04545995

Notizen zur Reaktion

Wird geladen…