HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-(3-Methyl-4-nitrophenyl)acetic acid | HCID 10750354 | — |
| Reactant | Diethyl 2-(hydroxymethyl)-2-phenylmalonate | HCID 22236963 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester | HCID 57683223 | 67.4% |
Reaction Steps
The (3-Methyl-4-nitrophenyl)acetic acid (0.143 g) obtained in Example 1-3b) was dissolved in methylene chloride (5 mL). To the solution were added 2-hydroxymethyl-2-phenylmalonic acid diethyl ester (0.195 g) obtained in Example 1-2a), 4-dimethylaminopyridine (0.090 g) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (0.141 g), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the residue was purified by column chromatography on silica gel with ethyl acetate:hexane=1:4 to give the title compound (0.219 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625948B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-3f6f770ee9474e59adc5a0522372ed1d |
| Source note | uspto-grants-2009_12 |