HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-[(3,4-Dichlorophenyl)methoxy]-3-nitrobenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,4-Dichlorobenzyl alcohol | HCID 15728 | — |
| Reactant | 4-Hydroxy-3-nitrobenzaldehyde | HCID 18169 | — |
| Reactant | Diethylazodicarboxylate toluene | HCID 66777355 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(3,4-Dichlorophenyl)methoxy]-3-nitrobenzaldehyde | HCID 4591804 | 40.2% |
Reaction Steps
4-Hydroxy-3-nitrobenzaldehyde (448 mg, 2.68 mmol), 3,4-dichlorobenzyl alcohol (665 mg, 3.76 mmol), and triphenylphosphine (980 mg, 3.74 mmol) were dissolved in tetrahydrofuran (8 mL), and a diethyl azodicarboxylate toluene solution (2.2 M, 1.71 mL, 3.76 mmol) was slowly added dropwise thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at room temperature for 2 hours. The solvent was distilled off under reduced pressure, and the resulting residue was washed with hexane/dichloromethane (6/1 (v/v)), whereby the objective title compound was obtained as a yellow solid (351 mg, yield: 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222281B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-b2b561c1997c4144bcc4bb3563cdf97a |
| Source note | uspto-grants-2012_07 |