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Bromide ion → 2-Cyanobenzyltriphenylphosphonium bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromide ion | HCID 259 | — |
| 反応物 | 2-Methylbenzonitrile | HCID 10721 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Nbs aibn | HCID 86630000 | — |
| 溶媒 | Methane, dichloro-, compd. with benzene (1:1) | HCID 23443464 | — |
| 生成物 | 2-Cyanobenzyltriphenylphosphonium bromide | HCID 10599946 | 70% |
反応手順
Bromination of o-tolunitrile with NBS/AIBN, followed by reaction of the crude bromide with triphenylphosphine (1.2 equiv.), using the procedure described in example 102, except that the reaction time for the bromination was 2 h, gave the phosphonium salt (547) (70%) as a light brown powder, mp (CH2Cl2/benzene) 237–241° C. 1H NMR (CDCl3) δ 7.90 (dd, J=7.8, 2.3 Hz, 1H), 7.85–7.63 (m, 15H), 7.52 (br t, J=7.7 Hz, 1H), 7.44 (br d, J=7.5 Hz, 1H), 7.38 (tdd, J=7.6, 2.1, 1.0 Hz, 1H), 5.86 (d, J=14.7 Hz, 2H). Found: C, 67.88; H, 4.42; N, 3.09. C26H21BrNP requires C, 68.13; H, 4.62; N, 3.06.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07094798B1 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-a45e48d54ee2440894b7512541d2c34c |
| 出典メモ | uspto-grants-2006_08 |