Triphenylphosphine → [4-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromide

HRID 975921

Reaktionsgleichung

Reaktionsgleichung von HRID 975921
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][O:21][C:22](=[O:31])[C:23]1[CH:28]=[CH:27][C:26]([CH2:29][Br:30])=[CH:25][CH:24]=1>C1(C)C=CC=CC=1>[Br-:30].[CH3:20][O:21][C:22]([C:23]1[CH:28]=[CH:27][C:26]([CH2:29][P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:25][CH:24]=1)=[O:31]

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 256687Methyl 4-(bromomethyl)benzoate

Produkt 1

HCID 2764257[4-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

3.44 g (13 mmol) Triphenylphosphine was dissolved in 100 ml dry toluene, in a 250 ml flask with an argon feed. 3 g (13 mmol) 4-(bromomethyl)benzoic acid methyl ester was added, and the mixture was heated 2 hr at reflux, with stirring. The white phosphonium salt which precipitated was separated out from the cooled mixture, washed with absolute toluene, and dried in a vacuum. The fine crystals melted at 251°-252° C. Yield: 5.85 g (91%).

Aufarbeitung

  1. temperaturethe mixture was heated 2 hr
  2. temperatureat reflux
  3. customThe white phosphonium salt which precipitated
  4. customwas separated out from the cooled mixture
  5. washwashed with absolute toluene
  6. customdried in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d4d61b9cc52648f1a5a3e79ac5fe8a7c
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05610175

Verknüpfte Notizen

Wird geladen…