HuagongsheHuagongshe Chemistry Print Report · For research reference only
M-Cresol → 4-Methoxy-3-(2-m-tolyloxy-acetyl)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | M-Cresol | HCID 342 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(2-Bromo-acetyl)-4-methoxy-benzoic acid methyl ester | HCID 86654799 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methoxy-3-(2-m-tolyloxy-acetyl)-benzoic acid methyl ester | HCID 67076706 | 37.8% |
Reaction Steps
The compound of step 1 (1.18 g, 4.12 mmol) and potassium carbonate (1.72 g, 12.4 mmol) were suspended in DMF (10 ml), m-cresol (450 mg, 4.12 mmol) was added, and the mixture was stirred at room temperature for 2 h. The volatiles were evaporated in vacuo, the residue was partitioned between EA and water, and the aqueous phase extracted with EA. The combined organic extracts were washed with a sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by preparative RP HPLC (water/ACN gradient) to give 0.49 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328071B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-8dc8cba2ab9c44a1baa558c59e743556 |
| Source note | uspto-grants-2016_05 |