HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 1-(4-Bromophenyl)cyclobutane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-(4-Bromophenyl)cyclobutanecarbonitrile | HCID 20111608 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(4-Bromophenyl)cyclobutane-1-carboxylic acid | HCID 16769919 | — |
Reaction Steps
1-(4-bromophenyl)cyclobutanecarbonitrile (1-2c, 12.04 g, 51.0 mmol), potassium hydroxide (11.44 g, 204 mmol) and ethylene glycol (50 mL, 897 mmol) were heated to reflux for 4 h. The reaction mixture was cooled to room temperature, then diluted with EtOAc and water. The aqueous layer was acidified with 1 M HCl, then was extracted into EtOAc. The organic layer was dried over Na2SO4, filtered and reduced in vacuo to give 7-1 as a tan oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576209B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-fec0401626aa44378b11926f24cda9ef |
| Source note | uspto-grants-2009_08 |