HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | 2-Methoxyaniline | HCID 7000 | — |
| Reactant | Cyclohexene, 1-((trimethylsilyl)oxy)- | HCID 81161 | — |
| Catalyst | Scandium | HCID 23952 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone | HCID 4053391 | 92% |
Reaction Steps
Water (0.25 ml) was added to the silica gel supporting scandium produced in Example 1 (75 mg), and while stirring, benzaldehyde (0.125 mmol) and o-anisidine (0.125 mmol) and 1-cyclohexenyloxytrimethylsilane (0.25 mmol) were continuously added. The mixture was stirred at room temperature for 24 hours. The mixture was extracted four times by a decantation method using a mixture of ethyl acetate-hexane (1:1), the solvent was distilled off under reduced pressure, and then the residue was purified by silica gel thin layer chromatography, to obtain the target product, 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone at a syn/anti ratio of 53/47. Yield 92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871668B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-669339a405e549c3aa8781a15167b649 |
| Source note | uspto-grants-2014_10 |