Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 86084902 | HCID 86084902 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Catalyst | chromium (VI) trioxide | HCID 10219390 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68585617 | HCID 68585617 | — |
Reaction Steps
The 4′-(2-methoxyethoxy)-1,1′-biphenyl-2-carbaldehyde from step b (3.691 g; 14.4 mmol) is dissolved in 45 ml of acetone, the mixture is cooled to 0° C. and 10.85 ml of Jones' reagent (solution of 3.5 g of chromium trioxide in a solution of 3.16 ml of sulfuric acid in 10 ml of water) are then added dropwise. After 1 hour at 0° C., the reaction medium is allowed to cool to room temperature over 8 hours. The reaction medium is evaporated to dryness, taken up in ether and filtered through silica. The organic phase is extracted with aqueous 1N sodium hydroxide solution, and the aqueous phase is then acidified with 1N hydrochloric acid and extracted with DCM. The organic phase is dried over sodium sulfate and evaporated to dryness to give 2.75 g of the expected product in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07723358B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-1df1d743cef44d968e3d4944899b8aeb |
|---|
| Source note | uspto-grants-2010_05 |
|---|