HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376445Generated: October 27, 2026
p-Toluenesulfonic acid monohydrate → N-(3-(4-Isopropylphenyl)-4,6-dimethyl-7-vinyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide
https://huagongshe.com/reaction/2376445
Participants
| Role | Name | HCID | Charge |
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| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | N-(7-(1-hydroxyethyl)-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide | HCID 23113921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(3-(4-Isopropylphenyl)-4,6-dimethyl-7-vinyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide | HCID 23113980 | 89% |
Reaction Steps
A solution of N-(7-(1-hydroxyethyl)-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide (1.23 g, 3.02 mmol) obtained in Example 22 and p-toluenesulfonic acid monohydrate (20 mg) in toluene (20 mL) was refluxed with heating at 80° C. for 1 hour under an argon atmosphere. The reaction solution was washed with an aqueous saturated sodium hydrogen carbonate solution, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9) to obtain 1.09 g (yield: 89%) of the title compound. Melting point: 171-172° C. (hexane-ethyl acetate).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465815B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-3e6871ff1ca640ec8833ec5fa62d2751 |
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| Source note | uspto-grants-2008_12 |
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