HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67246790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67245339 | HCID 67245339 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67246790 | HCID 67246790 | — |
Reaction Steps
Allyl bromide (25.53 ml; 302 mmol) was added slowly to a mixture of the compound of example 65b (75 g; 251.4 mmol), K2CO3 (52.04 g; 377 mmol) and KI (˜1 g) in DMF (150 ml) under vigorous stirring for 15 min at room temperature. The reaction mixture was stirred overnight (˜16 h), treated with water (1 lit.), and extracted with EtOAc. The EtOAc layer was washed with water, brine, dried (Na2SO4), concentrated and purified using flash chromatography (silica gel, 3% CH3CN in chloroform) to obtain the title compound as an oil. Yield, 76 g (89.7%); MS (FI): 337 (M+), 136.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759387B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-d03f7bf3df72431499de4a2fc4ab1541 |
| Source note | uspto-grants-2010_07 |