HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methacrylic Acid → Oxolan-2-yl 2-methylprop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methacrylic Acid | HCID 4093 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | Oxolan-2-yl 2-methylprop-2-enoate | HCID 154299 | 4,001.8% |
Reaction Steps
Methacrylic acid (86 g, 1 mol) was cooled to 15° C., and camphorsulfonic acid (4.6 g, 0.02 mol) was added thereto. 2-Dihydrofuran (71 g, 1 mol, 1.0 equivalents) was added dropwise to this solution. After stirring for 1 hour, saturated sodium bicarbonate (500 mL) was added, and the mixture was extracted with ethyl acetate (500 mL) and dried with magnesium sulfate; following this insoluble material was filtered, concentration under vacuum was then carried out at no greater than 40° C., and a yellow oily residue was distilled under vacuum, thus giving 125 g of tetrahydrofuran-2-yl methacrylate (MATHF) (yield 80%) as a colorless oily material, this being a fraction with a boiling point (bp.) of 54° C. to 56° C./3.5 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08728708B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-8c26fa45ecdb42ebb8ca809fefa8f813 |
| Source note | uspto-grants-2014_05 |