HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → HCID 90004235, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | HCID 90004151 | HCID 90004151 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 90004235 | HCID 90004235 | 85.9% |
Reaction Steps
To the stirred solution of (R)-methyl 4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate (4.5 g, 22.03 mmol) in benzene (40 mL), ethane-1,2-diol (3.69 mL, 66.1 mmol) and a catalytic amount of p-toluenesulfonic acid was added. The reaction mixture was heated to reflux temperature and further maintained for 20 hours. After 20 hours, the reaction mixture was allowed to RT, concentrated under vacuum to yield 12 g of crude compound. Crude material was purified by flash chromatography (Biotage) using 7% ethyl acetate:hexane get title compound (4.7 g) m/z 248.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227919B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a5a7373482e14d21a31c0dc2f62d4cd1 |
| Source note | uspto-grants-2016_01 |