Triphenylphosphine → (3-(1,3-Dioxoisoindolin-2-yl)propyl)triphenylphosphonium bromide

HRID 6716

Reaktionsgleichung

Reaktionsgleichung von HRID 6716
[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.[Br:20][CH2:21][CH2:22][CH2:23][N:24]1[C:28](=[O:29])[C:27]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:26]2[C:25]1=[O:34]>C1(C)C=CC=CC=1>[Br-:20].[C:25]1(=[O:34])[N:24]([CH2:23][CH2:22][CH2:21][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)[C:28](=[O:29])[C:27]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:26]12

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 21611N-3-Bromopropylphthalimide

Produkt 1

HCID 22018487(3-(1,3-Dioxoisoindolin-2-yl)propyl)triphenylphosphonium bromideAusbeute 46,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The 3-phthalimidopropyltriphenylphosphonium bromide was prepared as follows. To a solution of triphenylphosphine (24.5 g, Aldrich, U.S.A.) in toluene (200 mL) was added N-(3-bromopropyl)phthalimide (25 g, Aldrich, U.S.A.). The mixture was heated to reflux overnight. The white solid so formed was isolated by filtration and dried under vacuum to yield 3-phthalimidopropyltriphenylphosphonium bromide (22.8 g).

Aufarbeitung

  1. customThe 3-phthalimidopropyltriphenylphosphonium bromide was prepared
  2. temperatureThe mixture was heated
  3. temperatureto reflux overnight
  4. customThe white solid so formed
  5. customwas isolated by filtration
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e96b0f6e3a4f4f18982b5bc493f3a1d2
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084154B2

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