Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) | HCID 6639 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(2-chloroethoxy)benzoate | HCID 43532224 | — |
Reaction Steps
To a solution of methyl 3-hydroxybenzoate (10.0 g, 65.7 mmol) in DMF (100 mL) was added potassium carbonate (18.17 g, 131.4 mmol) and 2-chloroethyl-p-toluenesulfonate (15.7 g, 67.0 mmol). After stirring at 60° C. overnight the reaction mixture was poured into H2O, extracted with ethyl acetate (three times), dried over MgSO4 and concentrated under vacuum. Purification by silica gel chromatography (10% EtOAc/hexanes) afforded the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08211904B2 |
|---|
| Source dataset | uspto-grants-2012_07 |
|---|
| ORD ID | ord-40078a2c4d4648e89cae4e76cde8fc2b |
|---|
| Source note | uspto-grants-2012_07 |
|---|
