Dimethylamine → 1-Butanamine, 4-(2-(2-(2-chlorophenyl)ethyl)phenoxy)-N,N-dimethyl-, hydrochloride

HRID 2285537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2285537
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21].[CH3:22][NH:23][CH3:24]>O1CCCC1>[ClH:21].[CH3:22][N:23]([CH3:24])[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 205450052-(4-Bromobutoxy)-2'-chlorobibenzyl

Produkt 1

HCID 30553461-Butanamine, 4-(2-(2-(2-chlorophenyl)ethyl)phenoxy)-N,N-dimethyl-, hydrochlorideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3.0 g of 2-(4-bromobutoxy)-2'-chlorobibenzyl in 15 ml of 50% aqueous dimethylamine solution and 15 ml of tetrahydrofuran was stirred at room temperature for 5 hours. The reaction mixture was concentrated and to the concentrate was added 2 N-NaOH solution. The product was extracted with ether, washed well with saturated sodium chloride solution and then dried over anhydrous sodium sulfate. To the ether solution was added 20% ethanolic hydrogen chloride to yield white crystals. Recrystallization from ethanol-ether gave 2.8 g (93% yield) of 2-(4-dimethylaminobutoxy)-2'-chlorobibenzyl hydrochloride, m.p. 122°-123° C.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated and to the concentrate
  2. additionwas added 2 N-NaOH solution
  3. extractionThe product was extracted with ether
  4. washwashed well with saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. additionTo the ether solution was added 20% ethanolic hydrogen chloride
  7. customto yield white crystals
  8. customRecrystallization from ethanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-aff028e2565840c482cd64f53b57f984
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04323568

Notizen zur Reaktion

Wird geladen…