HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Bromo-3-formyl-4-methoxybenzoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-Bromo-3-formyl-4-methoxybenzoic acid | HCID 86607693 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-3-formyl-4-methoxybenzoyl chloride | HCID 86607692 | 98.1% |
Reaction Steps
5-Bromo-3-formyl-4-methoxybenzoic acid (480 mg, 1.84 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL) and the solution was flushed with dry nitrogen for 5 minutes. Oxalyl chloride (1.2 mL, 2.4 mmol, 1.3 eq) was added slowly to the solution while vigorous stirring and then a catalytic amount of dry dimethylformamide was added. The mixture was stirred for 1 hour and then concentrated by rotary evaporation and dried on high vacuum to give 5-bromo-3-formyl-4-methoxybenzoyl chloride (501 mg) as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09162986B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-de5d405d606c441a9d950a811a7d3a05 |
| Source note | uspto-grants-2015_10 |