HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzoic Acid → HCID 86634369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzoic Acid | HCID 6108 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 86634370 | HCID 86634370 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86634369 | HCID 86634369 | 58.1% |
Reaction Steps
To a solution of the compound 3 (1.30 g) in tetrahydrofuran (25 mL), triphenylphosphine (3.10 g), 4-nitrobenzoic acid (2.24 g) and 2.2 mol/L of a solution (5.4 mL) of diethyl azodicarboxylate in toluene were added at 0° C. The reaction mixture was stirred at room temperature for overnight. The reaction mixture was added water and extracted with ethyl acetate. The extract was washed with aqueous saturated sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and then concentrated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:0→4:1) to obtain the title compound (1.22 g) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680092B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-6f2ff5c419e44c2e9441d306982b38b7 |
| Source note | uspto-grants-2014_03 |