HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → Methyl 2,4-Difluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2,4-Difluorobenzoic acid | HCID 74102 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2,4-Difluorobenzoate | HCID 2782897 | 97% |
Reaction Steps
A solution of 2,4-difluorobenzoic acid (1.5808 g, 10.00 mmol) in methanol (15 ml) was cooled to 0° C. in ice-water bath. To the mixture was added dropwise a solution of thionyl chloride (1.46 ml, 20.02 mmol) in methanol (10 ml). The mixture was gradually warmed to room temperature and stirred for 24 hours. The mixture was added to sat. NaHCO3 aqueous solution, extracted three times with ether and dried over MgSO4. The mixture was concentrated and purified by silica gel chromatography (hexane/ether=5/1) to give the title compound (1.6743 g; 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194461B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-abb0af6022ff40ec94972f5d9cace742 |
| Source note | uspto-grants-2001_02 |