HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 13730362, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 3-Cyano-5-fluorophenacyl bromide | HCID 13730361 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 13730362 | HCID 13730362 | — |
Reaction Steps
The 3-cyano-5-fluorophenacyl bromide from the above reaction is then dispersed in alcohol, preferably methanol, and reduced with sodium borohydride or sodium cyanoborohydride, or other reducing agents, such as hydrogen and a catalyst, e.g., platinum, palladium, or the like. The reaction yields 3-(2-bromo-1-hydroxyethyl)-5-fluorobenzonitrile which is readily converted to the formula I, 3-[2-(tert-butylamino)-1-hydroxyethyl]-5-fluorobenzonitrile or the 3-fluoro-5-[1-hydroxy-2-(isopropylamino)ethyl]-benzonitrile by reaction with t-butylamine or isopropylamine in the presence of ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04614746 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-88767fc2fc3d4a659afec7d93f59cd10 |
| Source note | uspto-grants-1986_09 |