HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(2-Bromoethyl)-3-methylbenzene | HCID 570684 | — |
| Reactant | Methyl 3-hydroxy-4-iodobenzoate | HCID 10378812 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester | HCID 67170900 | 80.7% |
Reaction Steps
10.0 g of 3-Hydroxy-4-iodo-benzoic acid methyl ester, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were stirred in anhydrous DMF at 80° C. for 10 h. Then, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were added and stirring was continued at 80° C. for 10 h. 400 ml of EA were then added and the mixture was washed twice using 200 ml of water each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP (gradient) yielded 11.5 g of the title compound, colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018383B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-75b6b0ca65884a4e93ab6328801f748f |
| Source note | uspto-grants-2015_04 |