HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922450Generated: October 30, 2026
Water → 1-[3-(3-Methoxypropoxy)-5-methylphenyl]ethanone
https://huagongshe.com/reaction/922450
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | 6-Benzofurancarboxylic acid, 4-(acetyloxy)-, ethyl ester | HCID 67545162 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 1-[3-(3-Methoxypropoxy)-5-methylphenyl]ethanone | HCID 68310564 | — |
Reaction Steps
To a solution of the compound obtained in the (1) (8.22 g) in 1,4-dioxane 9100 mL) were added potassium carbonate (8.6 g), trimethylboroxine (3.5 mL) and 1,1′-bis(diphenylphosphino)ferrocene dichloropalladium (II) (1.51 g), and the mixture was heated to stir at 110° C. for 2 hours. After cooling to room temperature, thereto was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane→n-hexane/ethyl acetate=5/1) to give 1-[3-(3-methoxypropoxy)-5-methylphenyl]ethanone [REx(21-2)] (4.15 g) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278944B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-094b9d722302499786841d5949b24691 |
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| Source note | uspto-grants-2016_03 |
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