Triphenylphosphine → 3-Methyl-4-methoxybenzyl triphenylphosphonium chloride

HRID 270156

Reaktionsgleichung

Reaktionsgleichung von HRID 270156
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][Cl:10])=[CH:5][C:4]=1[CH3:11].[C:12]1([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[Cl-:10].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][P+:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[CH:5][C:4]=1[CH3:11]

Komponenten

4

Edukt 2

HCID 11776TriphenylphosphineHCID 1437424-Methoxy-3-methylbenzyl chloride

Produkt 1

HCID 461800353-Methyl-4-methoxybenzyl triphenylphosphonium chlorideAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a 250ml round-bottom flask equipped with a magnetic stir-bar and N2inlet was added 4-(Chloromethyl)-2-methylphenyl methyl ether (2.59g, 15.18mmoles, 1eq), dry toluene (50ml, 0.3M) and triphenylphosphine (3.98g, 15.18mmoles, 1eq). The reaction mixture was refluxed overnight. After cooling to room temperature the solvent was removed in vacuo, the residue washed with hexanes and the solid/liquid mixture was filtered to yield 4.48g (71%) of solid product.

Aufarbeitung

  1. customTo a 250ml round-bottom flask equipped with a magnetic stir-bar
  2. temperatureThe reaction mixture was refluxed overnight
  3. customwas removed in vacuo
  4. washthe residue washed with hexanes
  5. filtrationthe solid/liquid mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-a8fd80fb3ecd46b39c18bdf4df3422d0
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449468B2

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