HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoroaniline → HCID 13922969, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoroaniline | HCID 9584 | — |
| Reactant | Dimethyl acetylenedicarboxylate | HCID 12980 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 13922969 | HCID 13922969 | 83.4% |
Reaction Steps
To a solution 2-fluoroaniline (1.00 g, 9.00 mmol) in MeOH (11.1 mL) at 0° C. was added dimethyl acetylenedicarboxylate (DMAD, 1.34 mL, 10.8 mmol). The reaction was stirred at room temperature for 2 h. The mixture was concentrated and the residue was purified by silica gel flash chromatography (gradient 0-25% EtOAc in Hexanes) to give dimethyl(2E)-2-[(2-fluorophenyl)amino]but-2-enedioate (7-1, 1.9 g, 83%). LRMS m/z (M+H)+ 254.4 found, 254.4 required.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278960B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-be97227f34bb458c94ceefd604cf3563 |
| Source note | uspto-grants-2016_03 |