HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950018Generated: November 2, 2026
Ethyl Acetate → [4-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenyl][4-(2-piperidin-1-ylethoxy)phenyl]methanone
https://huagongshe.com/reaction/1950018
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (6-Methoxy-3,4-dihydronaphthalen-2-yl)trimethyltin | HCID 23087176 | — |
| Reactant | (2-Bromo-4-methoxyphenyl)[4-(2-piperidin-1-ylethoxy)phenyl]methanone | HCID 57933784 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | [4-Methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)phenyl][4-(2-piperidin-1-ylethoxy)phenyl]methanone | HCID 10051586 | 38.8% |
Reaction Steps
A suspension of (2-bromo-4-methoxyphenyl)[4-(2-piperidin-1-ylethoxy)phenyl]methanone (570 mg), (6-methoxy-3,4-dihydronaphthalen-2-yl)trimethyltin (542 mg), tetrakis(triphenylphosphine)palladium(0) (80 mg) and copper(I) iodide (25 mg) in toluene (10 ml) was stirred for 5 hours at 100° C. under a nitrogen atmosphere. Ethyl acetate was added thereto, the insoluble material was removed by filtration, the solvent was evaporated in vacuo, and the resulting residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (263 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399520B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-27b0b60522d749e886589cf1f04a0ac4 |
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| Source note | uspto-grants-2013_03 |
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