HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-(5-Fluoro-2-methoxy-phenylamino)-but-2-enoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Calcium Sulfate | HCID 24497 | — |
| Reactant | 5-Fluoro-2-methoxyaniline | HCID 223105 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(5-Fluoro-2-methoxy-phenylamino)-but-2-enoic acid ethyl ester | HCID 67078042 | — |
Reaction Steps
A suspension of 5-fluoro-2-methoxy-phenylamine (3.3 g, 23 mmol), 3-oxo-butyric acid ethyl ester (3.0 g, 23 mmol), acetic acid (120 μL), and Drierite® (12.0 g) in ethanol (20 mL) was heated to reflux for 5 d. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated in vacuo and purified by flash chromatography on silica gel (elution with EA/hexane 1:3) to give crude 3-(5-fluoro-2-methoxy-phenylamino)-but-2-enoic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410134B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f4042b31147f4363a8cb35246c454bf0 |
| Source note | uspto-grants-2013_04 |