Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Dibutylxanthine | HCID 101421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59299537 | HCID 59299537 | 106% |
Reaction Steps
A solution of 1,3-di-N-butyl xanthine (10 g, 38 mmol) in anhydrous DMF (80 ml) was treated with K2CO3 (5.2 g, 38 mmol) followed by allyl bromide (3.6 ml, 42 mmol). The mixture was heated at 55° C. under nitrogen for 18 hours. After cooling to rt the mixture was partitioned between water and EtOAc. A few mls of 2M HCl (aq) was added to aid separation. The organic layer was separated and the aqueous extracted once more with EtOAc. The combined extracts were washed with brine, dried (MgSO4) and concentrated to afford the title compound as an off-white solid (12.23 g, 106%). m/z 305.3[MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394808B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-7cd866a9faf44916a23a46c9f50b99b8 |
|---|
| Source note | uspto-grants-2013_03 |
|---|