HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → N,N-Diethyl-2-fluoro-4-nitrobenzenamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Difluoro-4-nitrobenzene | HCID 123053 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N,N-Diethyl-2-fluoro-4-nitrobenzenamine | HCID 67995604 | 107.9% |
Reaction Steps
To a solution of diethylamine (2.53 g, 34.59 mmol) and Et3N (3.82 g, 37.75 mmol) in EtOAc (40 mL) was added 3,4-difluoronitrobenzene (5.00 g, 31.43 mmol) dropwise over a period of 30 min in an ice bath. Upon the end of addition the reaction was warmed to rt slowly, and solid was precipitated out. The mixture was filtered. The filter cake was washed with an appropriate amount of water, and dried in vacuo to obtain the 1st crop of product. The filtrate was extracted with EtOAc. The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo to obtain the 2nd crop of product. The solids of 1st crop and 2nd crop were combined to give the title compound as a yellow solid (7.20 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434695B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-074c2f9fe370405e922bc288e75ef4fc |
| Source note | uspto-grants-2016_09 |