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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Amino-2(alpha-hydroxybenzyl)-2'-methoxymethoxy-6'-methoxy-biphenylHCID 18189195—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product1-Methoxy-6-phenyl-6H-benzo[c]chromen-8-ylamineHCID 1818920987%

Reaction Conditions

Temperature85 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593480B2
Source datasetuspto-grants-2003_07
ORD IDord-00ac1940af364b04a3f0a4cc9b13b0c7
Source noteuspto-grants-2003_07