HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 12688986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Ethyl 2-methylacetoacetate | HCID 701 | — |
| Reactant | Water | HCID 962 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 12688986 | HCID 12688986 | 72.1% |
Reaction Steps
A mixture of 2-methyl-3-oxo-butyric acid ethyl ester (50 g, 0.347 mol), ethylene glycol (65 g, 1.05 mol) and p-toluenesulfonic acid monohydrate (0.2 g) in anhydrous toluene (200 mL) was refluxed using a Dean-Stark trap until the theoretical amount of water (6.3 mL) was collected. After cooling, the mixture was extracted with saturated bicarbonate solution (100 mL), water (100 mL×5), and brine (100 mL×2). After drying with sodium sulfate, filtration, and concentration on a rotary evaporator, the product was purified by distillation (fraction with b.p. 74-76° C./2 mm Hg) to yield 47.12 g (72%) of 2-(2-methyl-[1,3]dioxolan-2-yl)-propionic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491728B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-ebb3eb0a32a641169a78e94107e178e7 |
| Source note | uspto-grants-2009_02 |