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| CAS No.: | 482-83-7 |
|---|---|
| Name: | 6-HYDROXY-7-METHOXY-4-PHENYLCOUMARIN |
| Molecular Structure: | |
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| Formula: | C16H12 O4 |
| Molecular Weight: | 268.269 |
| Synonyms: | Coumarin,6-hydroxy-7-methoxy-4-phenyl- (7CI,8CI); 6-Hydroxy-7-methoxy-4-phenylcoumarin;Dalbergin |
| Density: | 1.329g/cm3 |
| Melting Point: | 210°C |
| Boiling Point: | 489°Cat760mmHg |
| Flash Point: | 187.5°C |
| Hazard Symbols: | Xi |
| Risk Codes: | 36/37/38-36/37 |
| Safety: | 26-36-24/25 |
| PSA: | 59.67000 |
| LogP: | 3.17420 |

| Conditions | Yield |
|---|---|
| Stage #1: C15H18O7; phenylboronic acid With copper (I) acetate In methanol at 28℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol for 6h; Inert atmosphere; Reflux; | 92% |

O-benzyldalbergin


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| With cyclohexene; palladium dihydroxide In ethanol Heating; | 87% |

methoxyhydroquinone


ethyl 3-oxo-3-phenylpropionate


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| With sulfuric acid Pechmann Condensation; | 70% |

1-methyl-4-nitrosobenzene


7-methoxy-4-phenyl-2H-chromen-2-one


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| Behandeln der Reaktionsloesung mit Kaliumperoxodisulfat und anschliessendes Erwaermen mit wss. Salzsaeure; |

| Conditions | Yield |
|---|---|
| With sodium hydroxide; dipotassium peroxodisulfate anschliessend erwaermen mit Natriumsulfit und wss. Salzsaeure; |

| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; acetone |

| Conditions | Yield |
|---|---|
| With hydrogen bromide; acetic acid | |
| With hydrogen iodide; acetic anhydride |

C17H18O3


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 61 percent / ZnO / 20 °C 2: 88 percent / tert-BuOK 3: 96 percent / Grubbs' catalyst (II) / CH2Cl2 / 8 h / 20 °C 4: 77 percent / DDQ / dioxane / 1 h / 20 °C 5: 87 percent / cyclohexene / Pd(OH)2/C / ethanol / Heating View Scheme |

C24H22O4


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: 88 percent / tert-BuOK 2: 96 percent / Grubbs' catalyst (II) / CH2Cl2 / 8 h / 20 °C 3: 77 percent / DDQ / dioxane / 1 h / 20 °C 4: 87 percent / cyclohexene / Pd(OH)2/C / ethanol / Heating View Scheme |

C25H24O3


6-Hydroxy-7-methoxy-4-phenyl-coumarin

| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 96 percent / Grubbs' catalyst (II) / CH2Cl2 / 8 h / 20 °C 2: 77 percent / DDQ / dioxane / 1 h / 20 °C 3: 87 percent / cyclohexene / Pd(OH)2/C / ethanol / Heating View Scheme |