HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 3-(2,6-dimethylbenzyloxy)-2-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dimethylbenzyl Chloride | HCID 221154 | — |
| Reactant | Ethyl 3-hydroxy-2-methylbenzoate | HCID 15376194 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(2,6-dimethylbenzyloxy)-2-methylbenzoate | HCID 66959620 | — |
Reaction Steps
To a stirred solution of Ethyl 3-hydroxy-2-methylbenzoate (Step A, 3.1 g, 17.22 mmol), K2CO3 (3.09 g, 22.38 mmol) in dry DMF (15 ml) was added 2,6-Dimethylbenzyl chloride (3.19 g, 20.66 mmol) at room temperature under argon. The reaction mixture was stirred for 16 hours, diluted with EtOAc (40 ml), washed with water (20 ml) and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889724B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-2f99021b793d4dbbbcfbd5d010d0a9e5 |
| Source note | uspto-grants-2014_11 |