Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 4-bromobutyrate | HCID 76300 | — |
| Reactant | HCID 68872331 | HCID 68872331 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68871289 | HCID 68871289 | — |
Reaction Steps
To a suspension of 2-(4-ethylbenzyl)-5-hydroxyphenyl β-D-glucopyranoside (0.051 g) and cesium carbonate (0.13 g) in N,N-dimethylformamide (2 mL) was added ethyl 4-bromobutyrate (0.028 mL), and the mixture was stirred at 50° C. for 1 hour. The reaction mixture was cooled to ambient temperature, water was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified by preparative thin layer chromatography on silica gel (eluent: dichloromethane/methanol=9/1) to give 5-[3-(ethoxycarbonyl)propyloxy]-2-(4-ethylbenzyl)phenyl β-D-glucopyranoside (0.028 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07129381B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-3976ff94f8e84ff6a431882177760582 |
|---|
| Source note | uspto-grants-2006_10 |
|---|