Reaktion #573465

Reaktionsgleichung

hydrogen chloride

2-hydroxy-5-methoxy-benzyl alcohol

triphenylphosphane

→

[(2-Hydroxy-5-methoxy-phenyl)methyl]-triphenyl-phosphonium chloride

Ausbeute 78.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto crystallise after approx. 30 minutes
2. 2
   TemperaturThe reaction mixture is cooled to 0°
3. 3
   workup.STIRRINGstirred for a further one hour
4. 4
   Filtrationat that temperature the crystals are filtered off with suction

Vorschrift

In the course of 30 minutes, at from 40° to 60°, 18 g of hydrogen chloride are introduced into a solution of 49.8 g of 2-hydroxy-5-methoxy-benzyl alcohol and 115.8 g of triphenylphosphane in 150 ml of acetonitrile. The reaction mixture is then stirred for 5 hours at 75°, the product beginning to crystallise after approx. 30 minutes. The reaction mixture is cooled to 0°, stirred for a further one hour and then at that temperature the crystals are filtered off with suction. [(2-Hydroxy-5-methoxy-phenyl)methyl]-triphenyl-phosphonium chloride is thus obtained in the form of colourless crystals [m.p.: 270° (decomposition); IR (KBr): 2990, 1585, 1395, 1295, 1240, 1145, 995 cm-1 ; 1H-NMR (360 MHz, CH3OH-d4 : 3.47 (s, 3H, OCH3), 4.74 (d, 2H, CH2P+), 6.40 (dd, 1H), 6.62 (d, 1H), 6.73 (m, 1H), 7.56 to 7.72 (m, 12H), 7.87 (m, 3H) ppm]; yield 78% of the theoretical yield.

Quelle