HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-(Cyclopropylmethoxy)-4′-methoxy[1,1′-biphenyl]-3-carboxaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | HCID 22391279 | HCID 22391279 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | 6-(Cyclopropylmethoxy)-4′-methoxy[1,1′-biphenyl]-3-carboxaldehyde | HCID 22391507 | 89.7% |
Reaction Steps
To a degassed solution of 3-bromo-4-cyclopropylmethoxybenzaldehyde (1.53 g, 6 mmol), 4-methoxybenzeneboronic acid (1.22 g, 8 mmol) and potassium carbonate (2.74 g, 20 mmol) in toluene/ethanol 2/1 (40 mL), Pd(PPh3)4 (100 mg) was added and the mixture was degassed for further 5 minutes. The mixture was then refluxed for 12 hours. The solid is filtered off, and the solvent partitioned between ethyl acetate and water and extracted. The organic solvent was removed under reduced pressure, dried over sodium sulphate and purified by column chromatography on silica (hexane/ethyl acetate 8/2) to afford 1.52 g of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196102B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-fd3db669104e4f38bbfbf80bced03d0c |
| Source note | uspto-grants-2007_03 |