反応 #11164

ord-62d61bd7e7f844569eafefc807ca8df6

反応方程式

Cc1c(Br)cccc1Br
2,6-dibromotoluene
CC(C)(C#N)N=NC(C)(C)C#N.O=C1CCC(=O)N1Br
NBS AIBN
[Br-]
bromide
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
Brc1cccc(Br)c1C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
phosphonium
収率 95.0%
Brc1cccc(Br)c1C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
(2,6-Dibromobenzyl)(triphenyl)phosphonium bromide
収率 95.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

実験手順

Bromination of 2,6-dibromotoluene 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 3 h, gave the phosphonium salt (516) (95%) as a cream powder, mp (CH2Cl2/benzene) 241–243° C. 1H NMR (CDCl3) δ 7.78 (m, 9H), 7.64 (m, 6H), 7.40 (br d, J=7.9 Hz, 2H), 6.99 (td, J=8.0, 2.5 Hz, 1H), 5.58 (d, J=14.1 Hz, 2H). Found: C, 47.06; H, 3.37. C25H20Br3P.3/4 CH2Cl2 requires C, 47.23; H, 3.31.

出典

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