Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-Phenylethanol | HCID 6054 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 13222928 | HCID 13222928 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 69930188 | HCID 69930188 | 40% |
Reaction Steps
To a solution of 6-acetylamino-3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran (0.50 g, 2.1 mmol) and 2-phenethyl alcohol (0.50 mL, 4.2 mol) in acetonitrile (2.5 mL), a catalytic amount of concentrated sulfuric acid was added at the room temperature and stirred at the room temperature for 5 hours. Thereto, ethyl acetate was added, and the formed organic phase was washed with water, an aqueous saturated sodium hydrogencarbonate solution and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After the solvent was distilled off and the residue was purified by silica gel column chromatography (chloroform: ethyl acetate=1:1), the obtained pink amorphous substance was recrystallized from hexane-ethyl acetate, to obtain the intended substance as pink crystals (yield; 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06677371B1 |
|---|
| Source dataset | uspto-grants-2004_01 |
|---|
| ORD ID | ord-0f68958cb61644159641eb22fe739089 |
|---|
| Source note | uspto-grants-2004_01 |
|---|