HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyldiazomethane → (5-(Methoxycarbonyl)furan-2-YL)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 5-Boronofuran-2-carboxylic acid | HCID 16641744 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5-(Methoxycarbonyl)furan-2-YL)boronic acid | HCID 12163655 | — |
Reaction Steps
5-(Dihydroxyboryl)-2-furoic acid (200 mg, 1.283 mmol) was dissolved in CH2Cl2 (5 mL) and MeOH (0.556 mL). Trimethylsilyldiazomethane (1.283 mL, 2.57 mmol) was added dropwise. After 45 min, the reaction was quenched with AcOH dropwise until the yellow color disappeared. The reaction was concentrated in vacuo to give [5-(methoxycarbonyl)-2-furyl]boronic acid. 1H NMR (500 MHz, CD3OD): δ 7.20 (d, J=3.5 Hz, 1H); 7.05 (d, J=3.6 Hz, 1H); 3.87 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221834B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-1b41a39b4e1449f395f6ec3450c06de5 |
| Source note | uspto-grants-2015_12 |