HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(1-Amino-2-cyclopropyl-ethylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | Methyl 2-Cyclopropylacetimidate Hydrochloride | HCID 67072443 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(1-Amino-2-cyclopropyl-ethylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione | HCID 21935662 | 9% |
Reaction Steps
2-Cyclopropyl-acetimidic acid methyl ester hydrochloride (1 g, 7 mmol), 2,2-dimethyl-[1,3]dioxane-4,6-dione (963 mg, 7 mmol) and triethylamine (1.07 ml, 8 mmol) in chloroform (7 ml) were heated under reflux conditions for 14 h. The mixture was diluted with dichloromethane, washed neutral with brine/ice water 1/1 and the organic layer was dried over sodium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (silica gel, heptane/AcOEt) to give 128 mg (0.6 mmol, 9%) of the title compound as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995263B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-01f5cfb3901243888dd892b6d01aed25 |
| Source note | uspto-grants-2006_02 |