HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Bromoisophthalic acid | HCID 90073 | — |
| Product | 1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl ester | HCID 103954 | 90% |
Reaction Steps
5-bromobenzene-1,3-dicarboxylic acid (5 g, 20.4 mmol, 1.0 eq) was dissolved in DMF (150 mL). Cs2CO3 (33.2 g, 102 mmol, 5.0 eq) was added and the reaction stirred for 30 min. MeI (7.2 g, 51 mmol, 2.5 eq) was added dropwise and the solution was stirred at room temperature overnight. Water was added and the aqueous layer was extracted with EtOAc. The combined organic extracts were dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a colourless oil (5 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249085B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-8aff085d8008475182b4e25c7cc504a1 |
| Source note | uspto-grants-2016_02 |