HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358117Generated: November 3, 2026
Hydrochloric Acid → 1-Methoxy-6-phenyl-6H-benzo[c]chromen-8-ylamine
https://huagongshe.com/reaction/1358117
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Amino-2(alpha-hydroxybenzyl)-2'-methoxymethoxy-6'-methoxy-biphenyl | HCID 18189195 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Methoxy-6-phenyl-6H-benzo[c]chromen-8-ylamine | HCID 18189209 | 87% |
Reaction Steps
The compound of Example 5E (3.449 g., 9.45 mmole) was dissolved in methanol (80 mL) containing 4N HCl in dioxane (80 mL)was stirred for 16 hours. The mixture was concentrated under reduced pressure, dissolved in chloroform washed with aqueous KHCO3, dried (Na2SO4), filtered and reduced under pressure. The residue was dissolved in toluene (450 mL), toluenesulfonic acid H2O (7.18 g.) was added and the solution was heated at 85° C. for 30 minutes. The mixture was cooled, washed with aqueous KHCO3, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified on silica eluting with CH2Cl2 to provide the titled compound (2.49 g, 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06593480B2 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-00ac1940af364b04a3f0a4cc9b13b0c7 |
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| Source note | uspto-grants-2003_07 |
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