HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Ethylcyclohexan-1-amine | HCID 544854 | — |
| Reactant | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester | HCID 86714455 | 60% |
Reaction Steps
To a solution of 0.48 g of 4-fluoro-3-nitro-benzoic acid methyl ester in 1.5 ml of abs. DMF was added 1.00 g of potassium carbonate, followed by 0.31 g of 2-ethylcyclohexylamine. After 16 h at rt, the mixture was poured into water, the pH was adjusted to 4 by the addition of 2 M aqueous hydrochloric acid, and the reaction mixture was extracted with ethyl acetate three times. The combined organic phases were washed with water, dried over sodium sulphate and concentrated to yield 0.44 g (60%) of 4-(2-Ethyl-cyclohexylamino)-3-nitro-benzoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156796B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-b829104c944846b0bb6b409d8ee258e9 |
| Source note | uspto-grants-2015_10 |