HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → N-cyclopropyl-N-[1-(2-naphthyl)ethyl]-2-nitrobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | alpha-Methylnaphthalene-2-methanol | HCID 98243 | — |
| Reactant | N-cyclopropyl-2-nitrobenzenesulfonamide | HCID 796630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-cyclopropyl-N-[1-(2-naphthyl)ethyl]-2-nitrobenzenesulfonamide | HCID 86707860 | 63% |
Reaction Steps
To a solution of 1-(2-naphthyl)ethanol (344 mg), N-cyclopropyl-2-nitrobenzenesulfonamide (581 mg) and triphenylphosphine (787 mg) in tetrahydrofuran (10 mL) was added dropwise diisopropyl azodicarboxylate (590 μL) under ice-cooling, and the mixture was stirred at room temperature for 3 hours. The reaction solution was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1→1/1), and then triturated with diethyl ether-n-hexane (1:1) to give N-cyclopropyl-N-[1-(2-naphthyl)ethyl]-2-nitrobenzenesulfonamide j[REx(1-1)] (499 mg) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278944B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ee73abe846394dbf8b14aa530845d304 |
| Source note | uspto-grants-2016_03 |