HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 4-Fluoro-3-nitrobenzoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Fluoro-3-nitrobenzoic acid | HCID 67987 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Fluoro-3-nitrobenzoyl chloride | HCID 2783347 | 90.1% |
Reaction Steps
To a solution of the 4-fluoro-3-nitrobenzoic acid (0.12 mol, 22.2 g) in 100 mL of anhydrous DCM was added 10 drops of anhydrous DMF. To this solution was added dropwise over 60 min, oxalyl chloride (0.144 mol, 12.6 mL). During the addition, the solid slowly dissolved to give rise to a yellow solution. The mixture was stirred for an additional 4 h and the solvent was stripped down to give a yellow oil. This oil was distilled under vacuum (110° C., 1.5 mm Hg) to give 4-fluoro-3-nitrobenzoyl chloride as a light yellow liquid (22.0 g, 90% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794404B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-47350a99f6bc446db804342ed83cfa08 |
| Source note | uspto-grants-2004_09 |