HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Phenylcyclohexanone | HCID 78605 | — |
| Reactant | (R)-2-Amino-1-(3-chlorophenyl)ethanol | HCID 9920489 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol | HCID 54333897 | 4% |
Reaction Steps
Acetic acid (1 ml) and PtO2 (160 mg) were added to a solution of (R)-2-amino-1-(3-chlorophenyl) ethanol (600 mg) and 4-phenylcyclohexanone (610 mg) in methanol (30 ml), and hydrogen addition was carried out at room temperature. After consumption of the starting materials, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. Separation and purification by silica gel column chromatography (chloroform:methanol=30:1) gave 43 mg of (1R)-1-(3-chlorophenyl)-2-(4-phenylcyclohexylamino) ethanol (4.0% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06069176 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-cdb50a1fc331486aa07540a408ab6f05 |
| Source note | uspto-grants-2000_05 |