HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4,4',4''-Methanetriyltris(N-methylaniline)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22490733 | HCID 22490733 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,4',4''-Methanetriyltris(N-methylaniline) | HCID 22490537 | 70.3% |
Reaction Steps
The tris(4-formylaminophenyl)methane (130 mg) obtained in Reference Example 31 was dissolved in tetrahydrofuran (5 ml), after which lithium aluminum hydride (66.1 mg) was added under a nitrogen atmosphere at 5° C., the temperature was raised to room temperature, and the mixture was stirred for 19 hours. Water (5 ml) was added to the reaction mixture at 5° C., and stirring was continued for 10 minutes. The reaction mixture was filtered with celite and the filtrate was concentrated to dryness. The residue was purified by silica gel column chromatography (Kiesel-gel 60, 240-400 mesh) and elution was performed with a mixed solvent of chloroform:methanol=98:2 to obtain 81.1 mg of the title compound as a yellow oily substance (70% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06887890B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-9ab64185f5e3410992afef1cf9ea6d58 |
| Source note | uspto-grants-2005_05 |