HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[4-(3-fluoro-benzyloxy)-phenyl]-malonamic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl malonyl chloride | HCID 123460 | — |
| Reactant | 4-(3-Fluoro-benzyloxy)-phenylamine | HCID 16775314 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-(3-fluoro-benzyloxy)-phenyl]-malonamic acid methyl ester | HCID 10335956 | 19.4% |
Reaction Steps
A solution of 242 mg (1.77 mmol) chlorocarbonyl-acetic acid methyl ester in 2 ml dichloromethane is added dropwise to an ice-cooled solution of 350 mg (1.61 mmol) 4-(3-fluoro-benzyloxy)-phenylamine in 7 ml of pyridine. The mixture is then stirred for 2 h at room temperature, diluted with water, acidified with dil. hydrochloric acid and extracted with ethyl acetate. The organic phase is dried. Chromatography (silica gel, ethyl acetate/hexane 1:1) yields 99 mg (19%) of the title compound. Yellowish solid; MS: m/e=418.1 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06762320B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-1a593ffc941e4ecf9acb0e62221c1646 |
| Source note | uspto-grants-2004_07 |