HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 1-(4-Biphenylyl)cyclopropanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-(Biphenyl-4-YL)-cyclopropanecarbonitrile | HCID 66660528 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-Biphenylyl)cyclopropanecarboxylic acid | HCID 21552263 | — |
Reaction Steps
1-(Biphenyl-4-yl)cyclopropanecarbonitrile (63 g, 288 mmol), KOH (1130 mmol) and ethylene glycol (350 mL) were heated to 160° C. for 6 hours (reaction complete by LCMS). The solution was cooled to room temperature, water (1.5 L) was added and the solution acidified to precipitate the product. The product was filtered overnight on a large Buchner (product formed a gel like suspension). The resulting wet solid was extracted with CH2Cl2 (˜2 L) and water, dried and evaporated to yield ˜60 g of 1-(biphenyl-4-yl)cyclopropanecarboxylic acid that was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273780B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ee07fb006f0644e08837a6c381599877 |
| Source note | uspto-grants-2012_09 |