HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 57503335, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,1,1-Trifluoro-2,4-pentanedione | HCID 73943 | — |
| Reactant | 2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- | HCID 643756 | — |
| Reactant | 2-Methyl-4-oxo-4H-chromene-8-carbaldehyde | HCID 13374883 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 57503335 | HCID 57503335 | — |
Reaction Steps
A solution of 2.1 g (11.16 mmol) of 2-methyl-4-oxo-4H-chromene-8-carbaldehyde in 60 ml of 2-propanol is mixed with 1.44 g (11.16 mmol) of ethyl 3-aminocrotonate, 17.2 g (111.6 mmol) of 1,1,1-trifluoro-2,4-pentanedione and 0.96 ml (16.74 mmol) of acetic acid and stirred under reflux for 12 h. After cooling, the reaction mixture is concentrated and the residue is taken up in 30 ml of acetic acid and again stirred under reflux for 12 h. After cooling, the reaction mixture is concentrated, and the residue is purified by preparative HPLC. The product fractions are concentrated and purified again on an Analogix cartridge (mobile phase: cyclohexane/ethyl acetate 2:1). 0.212 g (4.4% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989633B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-87b09840d6794ccf912b76825f9a96a8 |
| Source note | uspto-grants-2011_08 |