Triphenylphosphine → 3-Methyl-4-methoxybenzyl triphenylphosphonium chloride

HRID 1766123

Reaktionsgleichung

Reaktionsgleichung von HRID 1766123
[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 250 ml round-bottom flask equipped with a magnetic stir-bar and N2 inlet was added 4-(Chloromethyl)-2-methylphenyl methyl ether (2.59 g, 15.18 mmoles, 1 eq), dry toluene (50 ml, 0.3M) and triphenylphosphine (3.98 g, 15.18 mmoles, 1 eq). 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 4.48 g (71%) of solid product.

Aufarbeitung

  1. customTo a 250 ml round-bottom flask equipped with a magnetic stir-bar and N2 inlet
  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-035a03a0c81e401e98f89ada7a90172e
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07229998B2

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