HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 178489478, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Acetone Cyanohydrin | HCID 6406 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 67009597 | HCID 67009597 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178489478 | HCID 178489478 | 33% |
Reaction Steps
4.82 g (11.9 mmol) of 3-oxo-1-cyclohexenyl 1-(2-methoxybenzyl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in dichloromethane (100 mL), and 2.01 mL (14.3 mmol) of triethylamine and 1.11 g (13.1 mmol) of acetone cyanohydrin were added to the above solution. The mixture was stirred for one whole day and night at room temperature. The reaction mixture was poured into an aqueous solution of citric acid, and the mixture was extracted with dichloromethane. The organic phase was washed with water, dried, and concentrated. The residue was purified by column chromatography (ethyl acetate:n-hexane=1:3 to 1:1), and thus 1.59 g (yield: 33%) of the title compound was obtained as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334236B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-2f8f1c6d7b124e1e875ebe9f6b65ece4 |
| Source note | uspto-grants-2012_12 |