HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → Methyl 4-propanoylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | p-Propionylbenzoic acid | HCID 20202 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-propanoylbenzoate | HCID 15666905 | 77.4% |
Reaction Steps
4-propionylbenzoic acid (890 mg, 5 mmol), NaHCO3 (1.26 g, 15 mmol), and iodomethane (935 μL, 15 mmol) in DMF (10 mL) were stirred at RT overnight. The mixture was diluted with saturated aqueous NaCl (50 mL) and extracted with ether (3×50 mL). The organic phase was washed with water (50 mL), dried, and evaporated. Flash chromatography (90 g silica, 2/1 petroleum ether—EtOAc) gave white solids of 4-Propionyl-benzoic acid methyl ester (744 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915300B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1d84fb9e4c3745f0a814f70e41eec3d0 |
| Source note | uspto-grants-2011_03 |