HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 4716710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pentylamine | HCID 8060 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-2-methoxybenzaldehyde | HCID 90684 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 4716710 | HCID 4716710 | 94.8% |
Reaction Steps
Ethyl alcohol (150 ml) and n-pentylamine (12.7 g, 0.146 mol) were added to 5-bromo-2-methoxybenzaldehyde (30.0 g, 0.14 mol), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was cooled to 5° C., added with sodium borohydride (7.9 g, 0.209 mol), and then stirred at room temperature for 8 hours. The reaction mixture was added with water (50 ml) and aqueous 6N hydrochloric acid to decompose excess sodium borohydride, made alkaline with 25% aqueous sodium hydroxide, and extracted with toluene. The extract was washed with saturated brine and dried over anhydrous sodium sulfate, and then, the solvent was evaporated to give N-pentyl-(5-bromo-2-methoxyphenyl) methylamine (38.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05807860 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-0abe130d649f4d2ab21613a3195721be |
| Source note | uspto-grants-1998_09 |