HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (ethoxymethylene)malonate → HCID 67954671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl (ethoxymethylene)malonate | HCID 6871 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 62390186 | HCID 62390186 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67954671 | HCID 67954671 | 80% |
Reaction Steps
Cyclohexylamine (0.58 g, 5.8 mmol) was added to a solution of ethyl benzenecarboximidic acid ethyl ester (1.0 g, 5.4 mmol) in methanol (10 mL), which was then stirred at room temperature for 16 h. The reaction mixture was then concentrated under reduced pressure and then redissolved in ethanol (10 mL). Sodium ethoxide solution (21% w/w in ethanol, 1.8 g, 5.5 mmol) and diethyl ethoxymethylenemalonate (1.2 g, 5.5 mmol) were added and the mixture was heated to reflux for 16 h before being concentrated under reduced pressure and purified by medium pressure liquid chromatography on silica gel eluting with 0 to 100% ethyl acetate in hexanes to provide 1.41 g of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952024B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-75fb17285370455cad0f1be3f0a49170 |
| Source note | uspto-grants-2015_02 |