Reaktion #11182
ord-bfdc92081d604501937dbab0c74fb0e9
Reaktionsgleichung
1-chloro-4-methoxy-2-methylbenzene
NBS AIBN
bromide
triphenylphosphine
→
phosphonium
Ausbeute 76.0%
(2-Chloro-5-methoxybenzyl)(triphenyl)phosphonium bromide
Ausbeute 76.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Vorschrift
Bromination of 1-chloro-4-methoxy-2-methylbenzene with NBS/AIBN, followed by reaction of the crude bromide with triphenylphosphine, using the procedure described in example 102, except that the reaction time for the bromination was 4 h, gave the phosphonium salt (578) (76%) as a light brown solid, mp (CH2Cl2/benzene) 189–190.5° C. 1H NMR (CDCl3) δ 7.82–7.61 (m, 15H), 7.21 (t, J=2.8 Hz, 1H), 7.04 (dd, J=8.8, 0.8 Hz, 1H), 6.76 (dt, J=8.9, 2.7 Hz, 1H), 5.59 (d, J=14.4 Hz, 2H), 3.58 (s, 3H). Found: C, 62.75; H, 4.70. C26H23BrClOP requires-C, 62.73; H, 4.66.