Pentane → 1-(2,4-Dibenzyloxyphenyl)-2,2-dibromoethylene

HRID 322922

Reaktionsgleichung

Reaktionsgleichung von HRID 322922
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)[Br:21].[CH2:25]([O:32][C:33]1[CH:40]=[C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:38]=[CH:37][C:34]=1[CH:35]=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CCCCC>ClCCl>[CH2:25]([O:32][C:33]1[CH:40]=[C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:38]=[CH:37][C:34]=1[CH:35]=[C:20]([Br:24])[Br:21])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

6

Edukt 4

HCID 8003PentaneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 18090802,4-Bis(benzyloxy)benzaldehyde

Produkt 1

HCID 117987151-(2,4-Dibenzyloxyphenyl)-2,2-dibromoethyleneAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of triphenylphosphine (15.7 g) and carbon tetrabromide (9.93 g) in dry dichloromethane (100 mL) is cooled to 0° C. and stirred for 30 minutes. A solution of 2,4-dibenzyloxybenzaldehyde (4.76 g) in dichloromethane (30 mL) is added and the solution stirred at 0° C. for 2 hours. The solution is treated with pentane to precipitate triphenylphosphine oxide. The filtrate is evaporated to give 1-(2,4-dibenzyloxyphenyl)-2,2-dibromoethylene as a yellow oil (4.85 g, 67%).

Aufarbeitung

  1. stirringthe solution stirred at 0° C. for 2 hours
  2. customto precipitate triphenylphosphine oxide
  3. customThe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1f5077ce98f64c369bc2d8c7b353d101
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211234B1

Verknüpfte Notizen

Wird geladen…