HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → Methyl 2-(2-isopropyl-1,3-dioxolan-2-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Methyl 4-methyl-3-oxopentanoate | HCID 2759969 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 2-(2-isopropyl-1,3-dioxolan-2-yl)acetate | HCID 13085712 | 71.2% |
Reaction Steps
To a solution of methyl 4-methyl-3-oxopentanoate (72 g, 0.5 mol) and ethylene glycol (56 g, 1 mol) in toluene (500 mL) was added 4-methylbenzenesulfonic acid (1.9 g, 0.01 mol). The mixture was stirred at reflux with a Dean-Stark trap to remove water. The reaction mixture was washed with a small amount of water and brine, dried over anhydrous Na2SO4, and concentrated in vacuum to give the crude (2-isopropyl-[1,3]dioxolan-2-yl)-acetic acid methyl ester (67 g 71% yield), which was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846668B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e4d8077039814a3bafe8553d897353ca |
| Source note | uspto-grants-2014_09 |