HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → 2,3,4-Trifluorophenyl p-pentylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1,2,3-Trifluorobenzene | HCID 15147 | — |
| Reactant | 4-Pentylbenzoic acid | HCID 33479 | — |
| Reactant | 2,3,4-Trifluorophenol | HCID 123174 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,3,4-Trifluorophenyl p-pentylbenzoate | HCID 14495651 | — |
Reaction Steps
A mixture of 10 mmol of dicyclohexylcarbodiimide and 1.5 ml of toluene is added to a amixture of 10 mmol of p-pentylbenzoic acid, 10 mmol 2,3,4-trifluorophenol (prepared from 1,2,3-trifluorobenzene in accordance with the literature: A. M. Roe et al., Chem. Comm. 1965, 582, by metalation with n-butyllithium at -50° C. analogously to Example 2 and subsequent oxygenation with atmospheric oxygen), 1 mmol of 4-dimethylaminopyridine and 15.0 ml of toluene. After the mixture has been stirred at room temperature for 4 hours, 20 mg of oxalic acid are added and the mixture is stirred for a further 30 minutes. Customary working up gives 2,3,4-trifluorophenyl p-pentylbenzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05279764 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-0fcd157dfd5544aca69799d7abb317cd |
| Source note | uspto-grants-1994_01 |