反応 #11182

反応方程式

1-chloro-4-methoxy-2-methylbenzene

NBS AIBN

bromide

triphenylphosphine

→

phosphonium

収率 76.0%

(2-Chloro-5-methoxybenzyl)(triphenyl)phosphonium bromide

収率 76.0%

溶媒

CH2Cl2 benzene

反応条件

実験手順

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.

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