Triphenylphosphine → (4-Fluoro-3-phenoxyphenyl)methyltriphenylphosphonium chloride

HRID 1588891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1588891
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][Cl:9])=[CH:4][C:3]=1[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=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>O1CCCC1>[Cl-:9].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][P+:23]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:4][C:3]=1[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 135636494-(Chloromethyl)-1-fluoro-2-phenoxybenzene

Produkt 1

HCID 19754846(4-Fluoro-3-phenoxyphenyl)methyltriphenylphosphonium chlorideAusbeute 60,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 11.8 grams (0.05 mole) of 4-fluoro-3-phenoxyphenylmethyl chloride (prepared in Example 2, Step B) and 13.1 grams (0.05 mole) of triphenylphosphine in 150 mL of dry tetrahydrofuran was stirred for about 60 hours. After this time the reaction mixture was concentrated under reduced pressure to a solid residue. The solid was stirred with diethyl ether and was collected by filtration, yielding 15 grams of (4-fluoro-3-phenoxyphenyl)methyltriphenylphosphonium chloride.

Aufarbeitung

  1. concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a solid residue
  2. filtrationwas collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-b9b22a9537e44d80ab852cb5ff771a19
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05223536

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