Phenethyl bromide → HCID 6483409, Verbindung

HRID 2227466Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2227466
[CH3:1][S:2][C:3]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)[O:5][N:4]=1.[C:17]1([CH2:23][CH2:24]Br)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:1][S:2][C:3]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:24][CH2:23][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=2)[O:5][N:4]=1

Komponenten

5

Edukt 3

HCID 7666Phenethyl bromideHCID 11430Potassium CarbonateHCID 135525222HCID 135525222, Verbindung

Produkt 1

HCID 6483409HCID 6483409, VerbindungAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Equimolecular amounts of (III), 2-phenyl-ethyl bromide and K2CO3 were refluxed in acetone for 48 h. The mixture was concentrated to small volume and shaken with diethyl ether and water. The ether phase was washed with 2 M NaOH, then with water, evaporated to dryness and the residue was recrystallized from ethanol. The title product was obtained in an 80% yield (abbreviation ON-6), m.p. 93-940° C. (ethanol); IR (KBr) 2227 (CN) cm1; 1H NMR (CDCl3) (δ, ppm) 2.66 (s, 3H, SCH3); 3.14 (t, 2H, CH2—Ph); 4.26 (t, 2H, O—CH2); 7.30 (m, 5H, arom.); 6.99-8.00 (m, 4H, arom.).

Aufarbeitung

  1. concentrationThe mixture was concentrated to small volume
  2. washThe ether phase was washed with 2 M NaOH
  3. customwith water, evaporated to dryness
  4. customthe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-256d619071ed4830aebb4e85f484e208
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06414004B1

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