HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bromide ion → (2-Chloro-4-nitrobenzyl)(triphenyl)phosphonium bromide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bromide ion | HCID 259 | — |
| Edukt | 2-Chloro-4-nitrotoluene | HCID 8491 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Nbs aibn | HCID 86630000 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Produkt | (2-Chloro-4-nitrobenzyl)(triphenyl)phosphonium bromide | HCID 87898987 | 34% |
Reaktionsschritte
Bromination of 2-chloro-4-nitrotoluene 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 24 h and the displacement reaction was performed at 20° C. for 7 d, gave the crude phosphonium salt (559) (34%) as a light brown solid, mp (benzene) 70–75° C. (dec). 1H NMR [(CD3)2SO] δ 8.21 (d, J=2.5 Hz, 1H), 8.13 (dd, J=8.7, 2.5 Hz, 1H), 7.94 (td, J=7.5, 1.6 Hz, 3H), 7.80–7.66 (m, 12H), 7.43 (dd, J=8.5, 2.6 Hz, 1H), 5.33 (d, J=15.7 Hz, 2H). FABMS found M+=432.0916, 434.0904. C25H20ClNO2P requires 432.0921, 434.0891.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07094798B1 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-b77c515b4e7647afacc2b1635151178a |
| Quellennotiz | uspto-grants-2006_08 |