HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-(Trifluoromethyl)phenyl)ethan-1-one → HCID 15428868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-(Trifluoromethyl)phenyl)ethan-1-one | HCID 69731 | — |
| Reactant | Methyl cyclopentanecarboxylate | HCID 78365 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | 18-Crown-6 | HCID 28557 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15428868 | HCID 15428868 | 66.3% |
Reaction Steps
1.97 kg of potassium tert-butoxide, 2.26 kg of methyl cyclopentanecarboxylate, 1.66 kg of p-trifluoromethylacetophenone and 36 g of 18-crown-6 ether were refluxed in 18 litres of tetrahydrofuran for 4 hours. Quenching of the reaction was carried out using 16 litres of 10% strength hydrochloric acid at room temperature. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with saturated sodium chloride solution. After distilling off the solvent, the residue was distilled in an oil-pump vacuum at 1.5 mbar. 1.664 kg of 1-cyclopentyl-3-(4-trifluoromethylphenyl)propane-1,3-dione resulted as an oil, which crystallized completely on allowing to stand.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06069148 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-d03a78e7bc764776a198da1c3df55d15 |
| Source note | uspto-grants-2000_05 |