HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Hydroxy-4-iodobenzoic acid → 4-[3-(4-Dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Hydroxy-4-iodobenzoic acid | HCID 72874 | — |
| Reactant | 1-(4-Dimethylamino-3,5-diisopropylphenyl)prop-2-yn-1-ol | HCID 86646573 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | 4-[3-(4-Dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acid | HCID 25109559 | 22.5% |
Reaction Steps
In a manner analogous to example 1 f, the process is carried out by a reaction of 360 mg (1.35 mmol) of 2-hydroxy-4-iodobenzoic acid with 500 mg (1.9 mmol) of 1-(4-dimethylamino-3,5-diisopropylphenyl)prop-2-yn-1-ol in the presence of 15 mg (0.08 mmol) of copper iodide and 27 mg (0.04 mmol) of bis(triphenylphosphine)-palladium chloride. 120 mg of 4-[3-(4-dimethylamino-3,5-diisopropylphenyl)-3-hydroxyprop-1-ynyl]-2-hydroxy-benzoic acid are obtained in the form of a yellowish solid (Mp: dec>250° C., yield=22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163952B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-a093c376043b4fe583f93ba06b045a13 |
| Source note | uspto-grants-2012_04 |