HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol | HCID 54119558 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide | HCID 19973564 | 128.9% |
Reaction Steps
38.6 g of the 1-(6-chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol prepared in the Preparative Example 20, 47.8 g of triphenylphosphine and 26.8 g of phthalimide were dissolved in 500 ml of tetrahydrofuran, followed by the addition thereto of 31.7 g of diethyl azodicarboxylate. The obtained mixture was stirred at room temperature overnight and concentrated, followed by the addition thereto of diethyl ether. The obtained mixture was filtered to remove insolubles and the filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture) to give 77.1 g of the title compound as a roughly purified product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05541213 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-61ee13c25f52433eb2d245d18a7869a2 |
| Source note | uspto-grants-1996_07 |