反応 #11179

ord-5ff65fcfe3074652ab6aafbfe9be302d

反応方程式

Br
HBr
O=[N+]([O-])c1ccc(Cl)c(CO)c1
(2-chloro-5-nitrophenyl)methanol
[Br-]
bromide
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
O=[N+]([O-])c1ccc(Cl)c(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)c1.[Br-]
phosphonium
収率 63.0%
O=[N+]([O-])c1ccc(Cl)c(C[P+](c2ccccc2)(c2ccccc2)c2ccccc2)c1.[Br-]
(2-Chloro-5-nitrobenzyl)(triphenyl)phosphonium bromide
収率 63.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

Bromination of (2-chloro-5-nitrophenyl)methanol with 30% HBr in acetic acid, followed by reaction of the crude bromide with triphenylphosphine, using the procedure described in example 112, gave the phosphonium salt (564) (63%) as a white solid, mp (CH2Cl2/benzene) 239–243° C. 1H NMR (CDCl3) δ 8.22 (br s, 1H), 8.07 (br d, J=8.7 Hz, 1H), 7.87–7.65 (m, 15H), 7.41 (d, J=8.9 Hz, 1H), 5.80 (d, J=14.8 Hz, 2H). Found: C, 58.56; H, 3.93; N, 2.73. C25H20BrClNO2P requires C, 58.47; H, 3.98; N, 2.66.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07094798B1uspto-grants-2006_08