HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59007073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Furan-2-boronic acid | HCID 2734357 | — |
| Reactant | HCID 86616289 | HCID 86616289 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59007073 | HCID 59007073 | — |
Reaction Steps
A mixture of the product of Step 1 (205 mg, 0.5 mmol), 2-furanylboronic acid (112 mg, 2 mmol), 1M sodium carbonate solution (2.5 ml, 2.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) in 1:1 toluene:ethanol (10 ml) was stirred at reflux under an atmosphere of argon for 1.5 hours. After cooling to room temperature the reaction mixture was acidified with 2N hydrochloric acid and applied to a 10 g SCX column and eluted in methanol then 2M ammonia in methanol. The combined basic fractions were concentrated in vacuo. The crude residue was purified by mass directed autoprep to afford the title product (E272). MS (ES+) 443 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381728B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-9969a2fc9985434db08edcbe6af64bf8 |
| Source note | uspto-grants-2008_06 |