HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Nitrotoluene → Benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Nitrotoluene | HCID 6944 | — |
| Reactant | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Tetrakis(diethylamino)phosphonium bromide | HCID 11036771 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Benzaldehyde | HCID 240 | — |
| Product | 4-Fluorobenzaldehyde | HCID 68023 | — |
Reaction Steps
At 60° C., a solution of 12.0 g (0.03 mol) of tetrakis(diethylamino)phosphonium bromide in 12 g of N-methylpyrrolidone (NMP), 174.3 g (3 mol) of potassium fluoride, 4.1 g (0.03 mol) of nitrotoluene and 18 ml of xylene are successively added to 421.7 g (3 mol) of 4-chlorobenzaldehyde (4-CBAL). The reaction mixture is dried by azeotropic distillation of the xylene under reduced pressure. After 24 hours at 1 90° C., the formation of 4-fluorobenzaldehyde (4-FBAL) and of benzaldehyde produced by dehalogenation, and the conversion of the reaction are determined by gas chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06407029B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-952e4b891acd47d899810b31b7163350 |
| Source note | uspto-grants-2002_06 |