HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76180Generated: October 26, 2026
Dimethylformamide → N-(1-(4-((4-hydroxyphenyl)ethynyl)phenyl)propan-2-yl)acetamide
https://huagongshe.com/reaction/76180
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Iodophenol | HCID 10894 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-(1-(4-ethynylphenyl)propan-2-yl)acetamide | HCID 86669621 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(1-(4-((4-hydroxyphenyl)ethynyl)phenyl)propan-2-yl)acetamide | HCID 66610715 | — |
Reaction Steps
4.00 g (19.9 mmol) of N-(1-(4-ethynylphenyl)propan-2-yl)acetamide (I58.3) and 5.25 g (23.9 mmol) 4-iodophenol are added to 125 ml of a 1:1 mixture of DMF and TEA. After cooling down to 0° C. 189 mg (0.99 mmol) CuI and 976 mg (1.39 mmol) Pd(PPh3)4 are added. After stirring over night at r.t. the mixture is treated with EtOAc and sat. NH4Cl solution. The organic layer is washed with brine, dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by column chromatography (silica gel, EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08835472B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-f207fb7ac1ed462ca1e41ac0883593ec |
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| Source note | uspto-grants-2014_09 |
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