HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propylamine → 3-(4-Nitro-3-propylaminomethyl-phenoxy)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-(3-Formyl-4-nitrophenoxy)-benzonitrile | HCID 58625042 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 3-(4-Nitro-3-propylaminomethyl-phenoxy)-benzonitrile | HCID 58625060 | — |
Reaction Steps
Under N2, a mixture of 3-(3-formyl-4-nitrophenoxy)-benzonitrile (0.056 mol) and propylamine (0.059 mol) in DCE (450 mL) was stirred at room temperature, and then NaBH(OAc)3 (0.063 mol) was added, and the reaction mixture was stirred overnight at room temperature. A saturated NaHCO3 solution was added, and the layers were separated. The organic layer was dried, filtered off and the solvent was evaporated. The residue was purified over silica gel filter (eluent: 99:1 CH2Cl2:CH3OH). The purest product fractions were collected and the solvent was evaporated to yield the title compound as a residue.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383637B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-413b8e15347a463facec50cac2ac503f |
| Source note | uspto-grants-2013_02 |