HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-Carboxybenzyl)-3-isopropylmaleic acid dimethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium Chlorite | HCID 23668197 | — |
| Reactant | 2-(4-Formylbenzyl)-3-isopropylmaleic acid dimethyl ester | HCID 86619643 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-(4-Carboxybenzyl)-3-isopropylmaleic acid dimethyl ester | HCID 66648678 | 96% |
Reaction Steps
To a suspension of 2-(4-formylbenzyl)-3-isopropylmaleic acid dimethyl ester (79 mg, 0.259 mmol) in a mixed solvent of dioxane (3.0 mL) and water (3.0 mL) were added amide sulfate (38 mg, 0.39 mmol) and sodium chlorite (35 mg, 0.39 mmol) with stirring under ice cooling, and the mixture was stirred for 30 min. The reaction mixture was directly concentrated, and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate 1:2) to give 80 mg of the title compound as oil (yield: 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260375B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-087f7d76969845e8b257961d00fea571 |
| Source note | uspto-grants-2016_02 |