HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 10264769, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | 4-Hydroxy-7-methyl-benzo[h]chromen-2-one | HCID 54718089 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10264769 | HCID 10264769 | 60.2% |
Reaction Steps
To a solution of 7 (50 mg, 0.22 mmol) in toluene (8 mL) was added a mixture of HOAc (66 mg, 1.1 mmol) and NH4OAc (80 mg, 1.1 mmol) in EtOH (2 mL) and chloroacetone (103 mg, 1.1 mmol). The mixture was refluxed 24 h. After cooling, the mixture was diluted with H2O and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered, and evaporated. The residue was purified by column chromatography to give 1 (35 mg, 60%) as a white solid. The spectroscopic data of synthetic compound 1 were identical with those of the natural product 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795299B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-b58374f484c5459caacaabe8951ef3f3 |
| Source note | uspto-grants-2010_09 |