HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → 2-Phthalimidomethyl-6-(4-dipropylaminobutyl)naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Hydroxymethyl-6-(4-dipropylaminobutyl)naphthalene | HCID 21084391 | — |
| Reactant | Diethylazodicarboxylate toluene | HCID 66777355 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Phthalimidomethyl-6-(4-dipropylaminobutyl)naphthalene | HCID 21084392 | 75.9% |
Reaction Steps
The compound (70.0 mg) obtained in Example 124-2 was added with triphenylphosphine (76.1 mg) and phthalimide (36.1 mg), and then dissolved in anhydrous THF (1.0 ml). Subsequently, the solution was added with a 40% diethyl azodicarboxylate/toluene solution (0.132 ml) in an ice bath and stirred at room temperature for 3 hours under a nitrogen atmosphere. After completion of the reaction, the solvent was distilled off and the residue was then purified through silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the subject compound (75.0 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176227B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-a3fedf6d0d984fa48da54f2603c74977 |
| Source note | uspto-grants-2007_02 |