HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylhydantoin → 3-Allyl-5,5-dimethylhydantoin
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylhydantoin | HCID 6491 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 3-Buten-1-ol | HCID 69389 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Allyl-5,5-dimethylhydantoin | HCID 597696 | 106,9% |
Reaktionsschritte
A solution of 3-buten-1-ol (1 g, 13.9 mmol), triphenylphosphine (4.73 g, 18 mmol) and 5,5-dimethylhydantoin (2.1 g, 16.7 mmol) in THF (50 mL) was treated dropwise with diethylazodicarboxylate (3.13 g, 18.0 mmol), stirred at ambient temperature for 1 hour, treated with water and partitioned between ethyl acetate and brine. The organic layer was dried (Na2SO4), filtered, and concentrated to provide crude product which was purified on silica gel with 50% ethyl acetate/hexanes to provide 2.5 g (100%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06294573B1 |
| Quelldatensatz | uspto-grants-2001_09 |
| ORD ID | ord-16810d9117894fc99bebd0a360c69f20 |
| Quellennotiz | uspto-grants-2001_09 |