Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 58124836 | HCID 58124836 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58124938 | HCID 58124938 | — |
Reaction Steps
A mixture of 430 mg of 24f, 300 mg of KOH, 10 ml of dioxane and 1.5 ml of water was warmed at 60° C. for 1 hr. Reaction was cooled and diluted with 30 ml of water and acidified to pH3 with 0.5 N HCl. The product was extracted into ethyl acetate. The organic extract was washed twice with water, dried and concentrated, to leave 390 mg of 24g, as a colorless oil. Rf (toluene/acetone 1/1) 0.55. NMR (CDCl3) δ 7.70 and 6.65 (2×s, 2, Ar—H), 5.79 (s, 1, CH), 3.90 (s, 3, OCH3), 1.97 (t, 1, acetylene), 0.90 (s, 6, 2×CH3), 1.55 (s, 9, tertC4H9).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08431564B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-79b15464b24f4050aed34943294b3ab2 |
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| Source note | uspto-grants-2013_04 |
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