HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [2-(2-Fluorobenzoyl)-1H-pyrrol-1-yl]-methyl-carbamic acid, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]carbamic acid, ethyl ester | HCID 13457759 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [2-(2-Fluorobenzoyl)-1H-pyrrol-1-yl]-methyl-carbamic acid, ethyl ester | HCID 13457760 | 99.5% |
Reaction Steps
Sodium carbonate (22.4 g, 0.21 mol), methyl iodide (30 g, 0.21 mol), and [2-(2-fluorobenzoyl)-1H-pyrrol-1-yl]-carbamic acid, ethyl ester (25.4 g, 0.09 mol) were combined in 100 ml of dry DMF with stirring at ambient temperature. After 72 hours, the mixture was poured into 800 ml of H2O and extracted with three 250 ml portions of DCM. The combined extracts were washed with H2O and brine, dried (MgSO4), filtered and evaporated to an oil. This oil was purified by HPLC (silica, DCM) to give 26 g (97%) of crystals, m.p. 64°-66°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04588727 |
| Source dataset | uspto-grants-1986_05 |
| ORD ID | ord-a170482dfe1f408797ac89ffc0b68ac1 |
| Source note | uspto-grants-1986_05 |