HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 58998500, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Bromomethyl)-1-fluoro-4-nitrobenzene | HCID 10353967 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58998500 | HCID 58998500 | 84% |
Reaction Steps
A −20° C. solution of DIEA (771 mg, 5.97 mmol) and dimethylamine (2.0M in THF, 1.94 mL, 3.88 mmol) in THF (5 mL) was treated drop-wise with a solution of 2-(bromomethyl)-1-fluoro-4-nitrobenzene (698 mg 2.98 mmol) in THF (5 mL) and stirred at RT overnight as the cooling bath expired. The mixture was treated with EtOAc, washed with water, then brine, dried over Na2SO4 and concentrated to dryness to afford 1-(2-fluoro-5-nitrophenyl)-N,N-dimethylmethanamine (494 mg, 84% yield). MS (ESI) m/z: 199.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461179B1 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-92c6f74a4e744c03b2189d9e97e071bf |
| Source note | uspto-grants-2013_06 |