Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Heptanamine | HCID 8127 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(Benzyloxy)-3-methoxybenzaldehyde | HCID 1268087 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 4722253 | HCID 4722253 | 95.7% |
Reaction Steps
Ethyl alcohol (30 ml) and n-heptylamine (5.23 g, 45.4 mmol) were added to 2-benzyloxy-3-methoxybenzaldehyde (10 g, 41.3 mmol), and the mixture was heated with stirring under reflux for 2 hours. The reaction mixture was cooled to 5° C., added with sodium borohydride (2.34 g, 61.9 mmol), and then stirred at room temperature for 10 hours. The reaction mixture was added with water (10 ml) and aqueous 6N hydrochloric acid to decompose excess sodium borohydride, and then made alkaline with 25% aqueous sodium hydroxide and extracted with toluene. After the extract was washed with saturated brine and dried over anhydrous sodium sulfate, the solvent was evaporated to give N-heptyl-(2-benzyloxy-3-methoxyphenyl)methylamine (13.5 g) as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05807860 |
|---|
| Source dataset | uspto-grants-1998_09 |
|---|
| ORD ID | ord-c502a8ea26c040bbb552616b1c52f13e |
|---|
| Source note | uspto-grants-1998_09 |
|---|