HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 3-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-(4-{6-[5-(4-Methoxyphenylamino)-[1,3,4]oxadiazol-2-yl]-1H-benzoimidazol-2-yl}-3,5-dimethylphenyl)-propionic acid | HCID 25235405 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester | HCID 66966077 | — |
Reaction Steps
To a stirred solution of 3-(4-formyl-3,5-dimethylphenyl)-propionic acid methyl ester (prepared as described in Example 1-60, 2.2 g, 10 mmol) and ethane-1,2-diol (1.86 g, 30 mmol) in toluene (50 mL) was added p-TsOH.H2O (38 mg, 0.2 mmol) and the solution was refluxed using a Dean-Stark apparatus overnight. The solvent was removed under reduced pressure and the residue was purified by flash chromatography using heptane/EtOAc (5:1) as eluent to give 3-(4-[1,3]dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879850B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-a41ca3d733b54f07acfde46285adb212 |
| Source note | uspto-grants-2011_02 |