HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Iodobenzoic acid → 4-[3-(4-Diethylamino-3-isopropylphenyl)-3-hydroxyprop-1-ynyl]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Iodobenzoic acid | HCID 12085 | — |
| Reactant | 1-(4-Diethylamino-3-isopropylphenyl)prop-2-yn-1-ol | HCID 86646576 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | 4-[3-(4-Diethylamino-3-isopropylphenyl)-3-hydroxyprop-1-ynyl]benzoic acid | HCID 67276605 | 65.7% |
Reaction Steps
In a manner analogous to example 1 f, the process is carried out by a reaction of 248 mg (1 mmol) of 4-iodobenzoic acid with 350 mg (1.4 mmol) of 1-(4-diethylamino-3-isopropylphenyl)prop-2-yn-1-ol in the presence of 11 mg (0.06 mmol) of copper iodide and 20 mg (0.03 mmol) of bis(triphenylphosphine)palladium chloride. 240 mg of 4-[3-(4-diethylamino-3-isopropylphenyl)-3-hydroxyprop-1-ynyl]benzoic acid are obtained in the form of a whitish solid (Mp=145° C., yield=46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163952B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-cb25971327b1424a89abf89edc22f315 |
| Source note | uspto-grants-2012_04 |