HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → N-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]-phthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-[1-(2-tert-Butyldiphenylsiloxyethyl)cyclohexyl]ethanol | HCID 57427860 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethyl]-phthalimide | HCID 59714868 | 66.8% |
Reaction Steps
2-[1-[2-(tert-Butyldiphenylsiloxy)ethyl]cyclohexyl]ethanol (1.23 g), phthalimide (530 mg) and triphenylphosphine (1.10 g) were dissolved in tetrahydrofuran (15 mL) and stirred for 20 minutes. Diethyl azocarboxylate (0.57 mL) was then added to the solution, and it was stirred at room temperature for 18 hours. The solvent was distilled off under reduced pressure, and the resulting residue was purified by chromatography (silica gel, 15-20% ethyl acetate:hexane) to give the title compound (1.08 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375115B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-e50cafab06694e1d853ebdf3bf76fb8d |
| Source note | uspto-grants-2008_05 |