Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Indole-3-Carboxaldehyde | HCID 10256 | — |
| Reactant | 6-Hydroxy-3-coumaranone | HCID 235717 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 1777704 | HCID 1777704 | 105.4% |
Reaction Steps
The synthesis was performed with reference to the known literature (International Patent Publication WO1998/30556). A solution of 6-hydroxybenzofuran-3(2H)-one (2.0 g, 13 mmol) and 1H-indole-3-carboxaldehyde (2.3 g, 16 mmol) in ethanol (100 mL) was added with concentrated hydrochloric acid (10 mL), and the mixture was stirred at 75° C. for 5 hours. The reaction mixture was cooled to room temperature, and then the solid was collected by filtration, and washed with methanol and water to obtain (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxybenzofuran-3(2H)-one (3.8 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-a2560947ebf64e2d843fba50b0efca3e |
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| Source note | uspto-grants-2015_10 |
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