HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600863Generated: November 2, 2026
Triphenylphosphine → HCID 15434164, compound
https://huagongshe.com/reaction/1600863
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-(3-Cyclopentyloxy-4-methoxyphenyl)-3-ethynylcyclohexan-1-one | HCID 15392007 | — |
| Reactant | HCID 19349977 | HCID 19349977 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 15434164 | HCID 15434164 | 73.1% |
Reaction Steps
To a solution of the compound from Example 3 (El) (0.125 g, 0.4 mmol) and 1-iodo-3-(5-methyl-[1,3,4]oxadiazol-2-yl)benzene (0.09 g, 0.32 mmol) in triethylamine (3 mL) under an argon atmosphere was added trace tetrakis(triphenylphosphine)palladium(0), copper(I) iodide and triphenylphosphine. The mixture was heated at 80° C. for 0.2 h, was cooled to room temperature and was concentrated in vacuo. The residue was partitioned between ethyl acetate and water. The organic phase was washed with brine, was dried (MgSO4) and was evaporated. Purification by flash chromatography, eluting with 2:1 ethyl acetate/hexanes, followed by recrystallization from ethyl acetate/hexanes, provided the title compound as a white solid (0.11 g, 61%), m.p. 117-119° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05977122 |
|---|
| Source dataset | uspto-grants-1999_11 |
|---|
| ORD ID | ord-a767766c6ac34447b9bbd6fbeb95ceda |
|---|
| Source note | uspto-grants-1999_11 |
|---|
