Reaktion #11180

Reaktionsgleichung

(2-chloro-4-methoxyphenyl)methanol

HBr

bromide

triphenylphosphine

→

phosphonium

Ausbeute 100.0%

(2-Chloro-4-methoxybenzyl)(triphenyl)phosphonium bromide

Ausbeute 100.0%

Lösungsmittel

acetic acid

CH2Cl2 benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe reaction time for the displacement was 28 h

Vorschrift

Bromination of (2-chloro-4-methoxyphenyl)methanol with 30% HBr in acetic acid, followed by reaction of the crude bromide with triphenylphosphine, using the procedure described in example 112, except that the reaction time for the bromination was 4 h and the reaction time for the displacement was 28 h, gave the phosphonium salt (574) (100%) as a white solid, mp (CH2Cl2/benzene) 223–226° C. 1H NMR (CDCl3) δ 7.82–7.61 (m, 15H), 7.53 (dd, J=8.4, 2.7 Hz, 1H), 6.72 (d, J=2.8 Hz, 1H), 6.70 (dd, J=8.9, 2.5 Hz, 1H), 5.57 (d, J=13.6 Hz, 2H), 3.74 (s, 3H). Found: C, 63.05; H, 4.74. C26H23BrClOP requires C, 62.73; H, 4.66.

Quelle