HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N,N-diethyl-2-[(3'-formyl-2,6-dimethylbiphenyl-4-yl)oxy]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Chloro-N,N-diethylacetamide | HCID 16844 | — |
| Reactant | 4'-Hydroxy-2',6'-dimethyl-[1,1'-biphenyl]-3-carbaldehyde | HCID 23111691 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | N,N-diethyl-2-[(3'-formyl-2,6-dimethylbiphenyl-4-yl)oxy]acetamide | HCID 23157212 | 54% |
Reaction Steps
To a solution of 4′-hydroxy-2′,6′-dimethylbiphenyl-3-carbaldehyde (0.905 g, 4.00 mmol) and 2-chloro-N,N-diethylacetamide (0.748 g, 5.00 mmol) in acetone (10 mL) was added potassium carbonate (0.663 g, 4.80 mmol), and the mixture was heated under reflux for 2 hr under a nitrogen atmosphere. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (30%-70% ethyl acetate/hexane) to give the title compound (0.729 g, yield 54%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-a532e67b1a1d42e098790a10c4992db5 |
| Source note | uspto-grants-2010_08 |