HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Isopropylphenol → 4-(2-Isopropyl-phenoxy)-benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Isopropylphenol | HCID 6943 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-(2-Isopropyl-phenoxy)-benzaldehyde | HCID 22684182 | 77.5% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
To a mixture of 4-fluoro-benzaldehyde (1.5 g, 12.08 mmol) and 2-isopropyl-phenol (1.64 g, 12.08 mmol) in anhydrous N,N-dimethyl acetamide (20 mL) was added granulated potassium carbonate (3.7 g, 26.58 mmol). The reaction mixture was stirred at 150° C. for 18 hours and was partitioned between ethyl acetate and brine. The ethyl acetate layer was washed with saturated aqueous hydrogenocarbonate solution, brine, dried over Na2SO4, filtered, and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (15% ethyl acetate in n-heptane) to yield 4-(2-Isopropyl-phenoxy)-benzaldehyde as a gum (2.25 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580832B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-ef1f5f9eb948457884b313fb138f8f37 |
| Source note | uspto-grants-2013_11 |