HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4,5-Trimethoxybenzoic Acid → 5-Bromo-1,2,3-trimethoxybenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4,5-Trimethoxybenzoic Acid | HCID 8357 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromo-1,2,3-trimethoxybenzene | HCID 75885 | — |
| Reactant | Dibenzylphosphite | HCID 21904359 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Bromo-1,2,3-trimethoxybenzene | HCID 75885 | — |
| Product | Dibenzyl 3,4,5-trimethoxyphenylphosphonate | HCID 54545930 | — |
Reaction Steps
3,4,5-Trimethoxybromobenzene is prepared from 3,4,5-trimethoxybenzoic acid following the procedure of Tetrahedron Lett. 26 (1985):5939-5942. Dibenzyl phosphite is heated in the presence of tetrakis(triphenylphosphine) palladium (0), triethylamine and toluene with 3,4,5-trimethoxybromobenzene to give dibenzyl 3,4,5-trimethoxyphenylphosphonate 2 following the procedure of J. Med. Chem. 32 (1989):1580-1590.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06258360B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-6dd7de0dcf85448f9dc822dedacd2784 |
| Source note | uspto-grants-2001_07 |