HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromide ion → (2,6-Dibromobenzyl)(triphenyl)phosphonium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2,6-Dibromotoluene | HCID 34681 | — |
| Reactant | Nbs aibn | HCID 86630000 | — |
| Solvent | Methane, dichloro-, compd. with benzene (1:1) | HCID 23443464 | — |
| Product | (2,6-Dibromobenzyl)(triphenyl)phosphonium bromide | HCID 87899089 | 95% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094798B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-62d61bd7e7f844569eafefc807ca8df6 |
| Source note | uspto-grants-2006_08 |