HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(3,4,4-Trimethyl-2,5-dioxoimidazolidin-1-yl)-2-methoxymethyloxy-prop-1-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,5,5-Trimethylimidazolidine-2,4-dione | HCID 81295 | — |
| Reactant | 3-Chloro-2-(methoxymethoxy)prop-1-ene | HCID 10678294 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3,4,4-Trimethyl-2,5-dioxoimidazolidin-1-yl)-2-methoxymethyloxy-prop-1-ene | HCID 21700233 | 89% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 1,5,5 trimethylhydantoin (7.0 g, 49.2 mmol), powdered potassium carbonate (8.16 g, 59 mmol) and 2-methoxymethyloxy-allyl chloride (7.65 g, 56 mmol) in dry DMF (100 mL) was heated to 100° C. with stirring for 1.5 h. The reaction mixture was cooled, fliltered and the filtrate was concentrated, then partitioned between ethyl acetate and water. The organic extract was washed twice with water, brine, dried and concentrated, then purified via silica gel chromatography eluting with 50% ethyl acetate: hexane to give 10.58 g (89%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06294573B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-6a44f87154ca4a7f97e09c94a115e08e |
| Source note | uspto-grants-2001_09 |