Triphenylphosphine → Triphenyl[3-(3,4,5-trimethoxyphenyl)propyl]phosphonium bromide

HRID 1109659Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1109659
[Br:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([O:15][CH3:16])[C:8]([O:13][CH3:14])=[C:9]([O:11][CH3:12])[CH:10]=1.[C:17]1([P:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[Br-:1].[C:30]1([P+:23]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:2][CH2:3][CH2:4][C:5]2[CH:6]=[C:7]([O:15][CH3:16])[C:8]([O:13][CH3:14])=[C:9]([O:11][CH3:12])[CH:10]=2)[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 226096115-(3-Bromopropyl)-1,2,3-trimethoxybenzene

Produkt 1

HCID 19020969Triphenyl[3-(3,4,5-trimethoxyphenyl)propyl]phosphonium bromideAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Dissolved in 50 ml of toluene were 7.65 g (26.5 mmol) of 5-(3-bromopropyl)-1,2,3-trimethoxybenzene and 6.9 g (26.5 mmol) of triphenylphosphine, followed by heating under reflux for 23 hours. The reaction mixture was allowed to cool down to room temperature. The supernatant was thereafter removed by decantation, whereby 7.46 g of crude triphenyl[3-(3,4,5-trimethoxyphenyl)propyl]phosphonium bromide were obtained as colorless oil (yield: 51%). The crude oil was used in the next reaction without purification.

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for 23 hours
  3. customThe supernatant was thereafter removed by decantation

Quellen und Nachweise

ORD-Eintrag
ord-8850c8388fe348f0bd51a5abf843c299
Quelldatensatz
uspto-grants-1994_06
Patentnummer
US05321135

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