HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-(2-methyl-3-nitrobenzyl)-1-ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | alpha-Chloro-2-methyl-3-nitrotoluene | HCID 108947 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2-methyl-3-nitrobenzyl)-1-ethanamine | HCID 22170308 | 87.7% |
Reaction Steps
A mixture of 2-methyl-3-nitrobenzylchloride (0.50 g, 2.7 mmol) and ethylamine (2.76 g, 61.2 mmol) in THF (10 ml)/MeOH (5 ml) was stirred at ambiend temperature for 48 h. The solvent was reduced and the recidue was dissolved in EtOAc/aq. K2CO3 solution. The aqueous phase was extracted with EtOAc (×2). The combined organic layers were washed with brine, dried (Na2SO4), and concentrated to give the title compound 0.46 g (86%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037925B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-a2bf77eea6e747bdb65d29a0e626c0aa |
| Source note | uspto-grants-2006_05 |