HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69204760, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 21948894 | HCID 21948894 | — |
| Reactant | Methyl 5-aminoquinoline-2-carboxylate | HCID 45089604 | — |
| Catalyst | Titanium | HCID 23963 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69204760 | HCID 69204760 | — |
Reaction Steps
224 mg (0.69 mmol) of 4-(5-chloro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal and 195 mg (0.96 mmol) of 5-aminoquinoline-2-carboxylic acid methyl ester are dissolved in 20 ml of toluene. After 5.0 ml of concentrated acetic acid is added, it is refluxed for 16 hours in a water separator. After the solvent is removed, the residue is taken up in 10 ml of tetrahydrofuran, 0.3 ml (1.4 mmol) of titanium tetraethylate is added, and the reaction is allowed to reflux again. After the solvent is removed as well as after purification on silica gel with hexane/ethyl acetate (0-100%), 120 mg (33% of theory) of the product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07329753B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-e2a3a9f3c95642c8b5d0d4d098aac908 |
| Source note | uspto-grants-2008_02 |