HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3,5-difluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3,5-Difluorobenzoic acid | HCID 101265 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3,5-difluorobenzoate | HCID 2775360 | 91.91% |
Reaction Steps
To a solution of 3,5-difluorobenzoic acid (10 gm, 63.2 mmol) in dichloromethane (100 mL) was added oxalyl chloride (11.96 gm, 94.9 mmol) at 0° C. followed by addition of dimethylformamide (2 mL). The resulting reaction mixture was stirred for about 3 hours at room temperature. Methanol (100 mL) was added to the reaction mass and stirring was continued further for 20-30 minutes. Solvents were evaporated to obtain an oily mass which was further purified by column chromatography over silica gel (100-200) using ethyl acetate/hexane gradient elution to afford colorless methyl 3,5-difluorobenzoate (10 gm, 91.91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09364466B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d99d9ead180646108e812c65d984587e |
| Source note | uspto-grants-2016_06 |