Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromobenzaldehyde | HCID 81129 | — |
| Reactant | 2-Methylphenethyl alcohol | HCID 88267 | — |
| Reactant | Benzo[b]furan-2-boronic acid | HCID 2776266 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18357511 | HCID 18357511 | — |
Reaction Steps
A mixture of 3 g of benzo[b]furan-2-boronic acid, 3.14 g 2-bromobenzaldehyde, 0.56 g tetrakis(triphenylphosphine)-palladium (0), and 17 ml of 2N aqueous sodium carbonate in 50 ml of a 9:1 mixture of toluene-ethanol, under a nitrogen atmosphere, was heated to 100° C. for 10 h. The mixture was cooled to room temperature, diluted with 100 ml of methylene chloride and washed with 50 ml of 5% sodium bicarbonate containing 5 ml of 0.880 ammonia. The organic layer was dried over sodium sulfate and evaporated to dryness under reduced pressure to give 2-(benzo[b]furan-2-yl)benzaldehyde as a brown gum, GC-M.S. (E.I.) (M/Z): 222 [M+ ].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06080773 |
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| Source dataset | uspto-grants-2000_06 |
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| ORD ID | ord-0d7c42c70e58473a99e2a6949006a48b |
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| Source note | uspto-grants-2000_06 |
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