HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicarbonate Ion → HCID 58083656, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Maltol | HCID 8369 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58083656 | HCID 58083656 | 99.9% |
Reaction Steps
A solution of imidazole (Im, 5.45 g, 0.08 mol) in N,N-dimethylformamide (20 ml) is added in an inert atmosphere and dropwise to a solution containing 3-hydroxy-2-methyl-4-pyrone (5.00 g, 0.04 mol) and tert-butyl-dimethylchlorosilane (TBDMSCl, 7.00 g, 0.044 mol) in N,N-dimethylformamide (100 ml). The mixture obtained thereby is maintained stirring at a room temperature for 6 h and then diluted by adding a 5% hydrogen carbonate aqueous solution (150 ml). The mixture obtained thereby is extracted with hexane (6×50 ml); the extracted organic phases are combined, anhydrified on sodium sulphate, and evaporated under vacuum obtaining the desired 3-(tert-butyl-dimethylsilyl)oxy-2-methyl-4-pyrone compound as a colourless crystalline solid (9.61 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145381B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-0a5b28f4f27e44f3b081764af26c1bf9 |
| Source note | uspto-grants-2015_09 |