HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → HCID 21220939, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 5-Bromo-1-benzofuran-7-carbaldehyde | HCID 21220840 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 21220939 | HCID 21220939 | 36.1% |
Reaction Steps
A mixture of 5-bromo-benzofuran-7-carbaldehyde (600 mg), phenylboronic acid (326 mg) and tetrakis(triphenylphosphine)palladium (O) (176 mg) in dimethoxyethane (20 ml) and 8% sodium bicarbonate (10 ml) was heated at reflux for 16 h. Solvent was removed in vacuo, the residue was partitioned between chloroform (40 ml) and water (40 ml). The organic phase was washed with brine (50 ml), dried, filtered and the filtrate evaporated in vacuo to give a yellow oil. Purification by FCC eluted with hexane:ethyl acetate (1:0→10:1) gave the title compound as a pale yellow solid (214 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935972 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-24609744fb44491bbad8523c464606b6 |
| Source note | uspto-grants-1999_08 |