HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Butanoic acid, 4-(2-methoxyethoxy)-3-oxo-, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | 2-(2-Methoxyethoxy)acetyl chloride | HCID 7010338 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Butanoic acid, 4-(2-methoxyethoxy)-3-oxo-, ethyl ester | HCID 2759572 | 63.6% |
Reaction Steps
2,2-Dimethyl-1,3-dioxane-4,6-dione (1.72 g) was suspended in anhydrous pyridine (20 ml) and cooled to 0° C. (2-methoxyethoxy)acetyl chloride (2 g) was added slowly. The mixture was stirred at room temperature for 3 h. The mixture was poured into 2 N HCl (30 ml) and extracted with DCM (×3). The combined organic phase was washed with water, brine, dried over sodium sulfate and concentrated in vacuo. The orange oil was dissolved in EtOH (20 ml) and was refluxed for 7 h. The solvent was removed in vacuo and the brown oil was Kugelrohr distilled affording the title compound as a colourless oil (1.55 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-0c25be44d8294cc386cc15fc5058da09 |
| Source note | uspto-grants-2010_05 |