HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromide ion → (2,6-Dichloro-3-methoxybenzyl)(triphenyl)phosphonium bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2,6-Dichloro-3-methoxyphenyl)methanol | HCID 21980844 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methane, dichloro-, compd. with benzene (1:1) | HCID 23443464 | — |
| Product | (2,6-Dichloro-3-methoxybenzyl)(triphenyl)phosphonium bromide | HCID 87899066 | 97% |
Reaction Steps
Bromination of (2,6-dichloro-3-methoxyphenyl)methanol with 30% HBr in acetic acid, followed by reaction of the crude bromide with triphenylphosphine, using the procedure described in example 112, except that the reaction time for the displacement was 36 h, gave the phosphonium salt (526) (97%) as a white solid, mp (CH2Cl2/benzene) 242–244° C. 1H NMR (CDCl3) δ 7.83–7.60 (m, 15H), 7.15 (dd, J=9.1, 0.8 Hz, 1H), 6.88 (dd, J=9.0, 2.4 Hz, 1H), 5.41 (d, J=14.3 Hz, 2H), 3.84 (s, 3H). Found: C, 58.68; H, 4.16. C26H22BrCl2OP requires C, 58.67; H, 4.17.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094798B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-45cd2ce8b12c4a538ef3a33a64d2aec4 |
| Source note | uspto-grants-2006_08 |