HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-(3-Chloropropyl)-2-thiophen-2-yl[1,3]dioxolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | 4-Chloro-1-(2-thienyl)butan-1-one | HCID 123511 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-(3-Chloropropyl)-2-thiophen-2-yl[1,3]dioxolane | HCID 10537567 | 97.3% |
Reaction Steps
Add 4-chloro-1-thiophen-2-yl-butan-1-one (10 g, 53 mmol), ethylene glycol (8.14 g, 131.2 mmol) and p-toluene sulfonic acid (362 mg, 1.6 mmol) to benzene (150 mL) and heat at reflux for 16 h under a water trap. Cool the reaction to RT and wash with 1 N NaOH solution (100 mL) and brine (150 mL). Dry (sodium sulfate) and concentrate to give the title product as a dark oil (12 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981882B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-54e3857355a748f0a2255156f3d6139d |
| Source note | uspto-grants-2011_07 |