HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Hexanedione → HCID 23154931, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Hexanedione | HCID 8035 | — |
| Reactant | 4-Bromo-3-(trifluoromethyl)aniline | HCID 67852 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 23154931 | HCID 23154931 | 97.7% |
Reaction Steps
In 50 mL of toluene, 3.6 g (15 mmol) of 4-bromo-3-(trifluoromethyl)aniline was dissolved, and 2.06 g (18 mmol) of 2,5-hexanedione and 54 mg (0.28 mmol) of p-toluenesulfonic acid-hydrate were added thereto and the mixture solution was refluxed with stirring for two hours. The reaction solution was partitioned between a saturated sodium bicarbonate solution and ethyl acetate and the organic layer was washed with a saturated sodium chloride solution and concentrated under reduced pressure. The obtained residue was purified by a silica gel column (n-hexane:ethyl acetate=9:1) to obtain 4.66 g (97%) of a target product as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609656B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d1ebb4252d884c90b02b290f7959462c |
| Source note | uspto-grants-2013_12 |